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Journal articles on the topic '(±)-Camphor-10-sulfonic acid'

Author: Grafiati

Published: 3 June 2025

Last updated: 19 July 2025

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1

Sokolova, A. S., O. I. Yarovaya, L. V. Kuzminykh, et al. "Synthesis and Properties of (+)-Ketopinic and (–)-Camphanic Acids Esters Bearing a Nitrogen-Containing Heterocycle." Russian Journal of General Chemistry 93, no. 12 (2023): 3062–73. http://dx.doi.org/10.1134/s1070363223120058.

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Abstract A three-stage method was proposed for the synthesis of (1S)-(+)-camphor-10-sulfonic acid, (+)-ketopinic and (–)-camphanic acids esters containing a saturated nitrogen-containing heterocycle. It was found that (1S)-(+)-camphor-10-sulfonic acid esters undergo destruction with elimination of the sulfonic acid group in substitution reactions involving nitrogen-containing heterocycles. Esters of (+)-ketopinic and (–)-camphanic acids were formed during the proposed synthetic route, but undergo transesterification under column chromatography conditions. Quantum chemical calculations showed that the destruction of the ester bond in the case of (+)-ketopinic and (–)-camphanic acids requires less energy than the breaking of a similar bond in (–)-borneol esters. It was revealed that the internal bond strength index (IBSI) for the alkyl C–O bond in (–)-borneol esters is higher than in (+)-ketopinic and (–)-camphanic acid esters. Antiviral properties against the H1N1 influenza virus were studied for derivatives of (+)-ketopinic and (–)-camphanic acids.

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2

Sokolova, A. S., O. I. Yarovaya, L. V. Kuzminykh, et al. "Synthesis and properties of (+)-ketopinic and (-)-camphanic acids esters bearing a nitrogen-containing heterocycle." Журнал общей химии 93, no. 12 (2023): 1854–66. http://dx.doi.org/10.31857/s0044460x23120053.

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A three-stage method was proposed for the synthesis of (1 S )-(+)-camphor-10-sulfonic acid, (+)-ketopinic and (-)-camphanic acids esters containing a saturated nitrogen-containing heterocycle. It was found that (1 S )-(+)camphor-10-sulfonic acid esters undergo destruction with elimination of the sulfonic acid group in substitution reactions involving nitrogen-containing heterocycles. Esters of (+)-ketopinic and (-)-camphanic acids were formed during the proposed synthetic route, but undergo transesterification under column chromatography conditions. Quantum chemical calculations showed that the destruction of the ester bond in the case of (+)-ketopinic and (-)-camphanic acids requires less energy than the breaking of a similar bond in (-)-borneol esters. It was revealed that the internal bond strength index (IBSI) for the alkyl C-O bond in (-)-borneol esters is higher than in (+)-ketopinic and (-)-camphanic acid esters. Antiviral properties against the H1N1 influenza virus were studied for derivatives of (+)-ketopinic and (-)-camphanic acids.

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3

Brahmachari, Goutam, Khondekar Nurjamal, Indrajit Karmakar, and Mullicka Mandal. "Camphor-10-Sulfonic Acid (CSA): A Water Compatible Organocatalyst in Organic Transformations." Current Organocatalysis 5, no. 3 (2019): 165–81. http://dx.doi.org/10.2174/2213337205666181112110524.

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4

Anjaneyulu, Bendi, Sangeeta, and Naina Saini. "A Study on Camphor Derivatives and Its Applications: A Review." Current Organic Chemistry 25, no. 12 (2021): 1404–28. http://dx.doi.org/10.2174/1385272825666210608115750.

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Natural compounds are the prominent sources for the synthesis of abundant biologically active substances in medicinal chemistry. Camphor exists in two enantiomeric forms i.e., R and S, or both, which are readily obtainable. Camphor is a small molecule with chirality property that binds to some active site, together with its low cost and convenience to transform into synthetically useful derivatives and one of the most important monoterpenoids widely spread in plants and has been used as starting material for the various camphor based derivatives which exhibit several biological activities include antimicrobial, antiviral, antioxidant, analgesic and anti-cancer. Many of those simple derivatives are commercially available in the form of camphor sulfonic acid or ketopinic acid that can be easily be produced from camphor. This compound is primarily used as a chiral starting material in the enantiospecific synthesis of natural products is because of its available methods for the direct or indirect introduction of functionality at C-3, C-5, C-8, C-9, and C-10 carbon atoms. In this study, heterocyclic compounds derived from camphor are arranged in different groups as Camphor-Derived Simple Heterocycles, Fused Camphor-Derived Heterocycles, Spiro Camphor-Derived Heterocycles, Ring Expanded Camphor-Derived Heterocycles and Camphor derived metal complexes. This study summarizes the transformations of camphor and its derivatives along with their biological activities.

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5

Pelit, Emel, and Zuhal Turgut. "(+)-CSA Catalyzed Multicomponent Synthesis of 1-[(1,3-Thiazol-2-ylamino)methyl]-2-naphthols and Their Ring-Closure Reaction under Ultrasonic Irradiation." Journal of Chemistry 2016 (2016): 1–9. http://dx.doi.org/10.1155/2016/9315614.

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New 1-[(1,3-thiazol-2-ylamino)methyl]-2-naphthols were obtained by condensation of 2-aminothiazole, aromatic aldehydes, and 2-naphthol in the presence of (+)-camphor-10-sulfonic acid ((+)-CSA) as an effective catalyst under ultrasound-promoted solvent-free conditions. The 1-[(1,3-thiazol-2-ylamino)methyl]-2-naphthol derivatives were converted in ring-closure reaction with formaldehyde to the corresponding naphthoxazine derivatives.

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6

Garai, Ashesh, and Arun K. Nandi. "Rheology of (±)-camphor-10-sulfonic acid doped polyaniline-m-cresol conducting gel nanocomposites." Journal of Polymer Science Part B: Polymer Physics 46, no. 1 (2008): 28–40. http://dx.doi.org/10.1002/polb.21339.

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7

Pelit, Emel. "Synthesis of Isoxazolopyridines and Spirooxindoles under Ultrasonic Irradiation and Evaluation of Their Antioxidant Activity." Journal of Chemistry 2017 (2017): 1–9. http://dx.doi.org/10.1155/2017/9161505.

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New polycyclic-fused isoxazolo[4,5-e]pyridines and spirooxindoles were obtained via multicomponent reaction of 5-amino-3-methylisoxazole, indan-1,3-dione, and aromatic aldehydes and reaction of 5-amino-3-methylisoxazole, isatin, and β-diketones in the presence of (±)-camphor-10-sulfonic acid as an effective and nontoxic organocatalyst under ultrasound-promoted conditions. The antioxidant activity of the novel synthesized compounds was studied.

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8

Manna, Swarup, and Arun K. Nandi. "Supramolecular Organization of ±Camphor-10-sulfonic Acid andN,N-Dimethyl Formamide into Giant Spherulites." Journal of Physical Chemistry B 108, no. 22 (2004): 6932–34. http://dx.doi.org/10.1021/jp048824g.

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9

Kas’yan, L. I., V. A. Pal’chikov, A. V. Turov, S. A. Prid’ma, and A. V. Tokar’. "Cage-like amines in the synthesis and oxidation of camphor-10-sulfonic acid amides." Russian Journal of Organic Chemistry 45, no. 7 (2009): 1007–17. http://dx.doi.org/10.1134/s1070428009070057.

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10

Cai, Liying, Tingping Xie, Suying Zhao, Huidong Zheng, and Dan Wu. "Measurement and correlation of solubility of d-camphor-10-sulfonic acid in pure solvents." Fluid Phase Equilibria 398 (July 2015): 46–50. http://dx.doi.org/10.1016/j.fluid.2015.04.014.

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11

Wagner, Gabriele, Uwe Verfürth, and Rudolf Herrmann. "Chemistry of Fenchonesulfonic Acid Derivatives." Zeitschrift für Naturforschung B 50, no. 2 (1995): 283–88. http://dx.doi.org/10.1515/znb-1995-0223.

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(1 S) - (+)-Fenchone is sulfonated by SO3 or H2SO4/acetic anhydride in the bridgehead methyl group. This could be confirmed by NMR techniques (INADEQUATE). The fenchonesulfonic acid obtained is converted (SOCl2/NH3) to the cyclic fenchonesulfonimide, which can be oxidized to the corresponding oxaziridine, in close analogy to 10-camphorsulfonimide. Improved procedures for this reaction sequences are given. During the treatment of the sulfonic acid with thionyl chloride, a byproduct with a rearranged bicyclic skeleton is observed whose structure has been determined by ozonolytic degradation and NMR techniques. A possible mechanism for this rearrangement is suggested, based on MNDO calculations of the intermediate carbocations. The fenchonesulfonyloxaziridine oxidizes sulfides to chiral sulfoxides with appreciable enantiomeric excess, but very low reaction rate. A comparison with camphor-derived oxaziridines having similar steric requirements is made.

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12

Gul, Shah, and Bilal. "Fabrication of Eco-Friendly Solid-State Symmetric Ultracapacitor Device Based on Co-Doped PANI/GO Composite." Polymers 11, no. 8 (2019): 1315. http://dx.doi.org/10.3390/polym11081315.

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An eco-friendly solid-state symmetric ultracapacitor (Uc) device was fabricated using a polyaniline graphene oxide composite co-doped with sulfuric acid (H2SO4) and dodecyl benzene sulfonic acid (DBSA) or camphor sulfonic acid (CSA), as electrode material utilizing gold sheets as current collectors. The device showed specific capacitance value of 150 F/g at 1 A/g current density, with a capacitance retention value of 93.33% at higher current density (10 A/g), indicating a high rate capability. An energy density of 15.30 Whkg−1 with a power density of 1716 Wkg−1 was obtained at the current density of 1 A/g. The values of areal capacitance, power density, and energy density, achieved at the current density of 5 mAcm−2, were 97.38 mFcm−2, 9.93 mWhcm−2, and 1.1 Wcm−2, respectively. Additionally, the device showed very low solution and charge transfer resistance (0.885 Ω and 0.475 Ω, respectively). A device was also fabricated utilizing copper as current collector; however, a lower value of specific capacitance (82 F/g) was observed in this case.

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13

Kundu, Kshama, and Sandip Nayak. "Camphor-10-sulfonic acid catalyzed condensation of 2-naphthol with aromatic/aliphatic aldehydes to 14-aryl/alkyl-14H-dibenzo[a,j]xanthenes." Journal of the Serbian Chemical Society 79, no. 9 (2014): 1051–58. http://dx.doi.org/10.2298/jsc130805021k.

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(?)-Camphor-10-sulfonic acid (CSA) catalyzed condensation of 2-naphthol with both aliphatic/aromatic aldehydes at 80?C yielded 14-alkyl/aryl-dibenzoxanthenes as the sole product in high yields. However, the same condensation with benzaldehyde at 25?C afforded a mixture of intermediate 1,1-bis-(2-hydroxynaphthyl)phenylmethane and 14-phenyl-dibenzoxanthene while the condensation with aliphatic aldehydes at 25?C furnished the corresponding 14-alkyl-dibenzoxanthenes as the sole product. Moreover, condensation of 2-naphthol with aromatic/aliphatic aldehydes with low catalyst loading (2 mol%) was greatly accelerated under microwave irradiation to afford the corresponding 14-aryl/alkyl-dibenzoxanthenes as the sole product in high yields.

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14

Guo, Peng. "Three 2D AgI-framework isomers with helical structures controlled by the chirality of camphor-10-sulfonic acid." Dalton Transactions 40, no. 8 (2011): 1716. http://dx.doi.org/10.1039/c0dt01384f.

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15

M, Jayalakshmi, Jyothis Devasia, Sampath Chinnam, et al. "10-camphor sulfonic acid: A simple and efficient organocatalyst to access anti-SARS-COV-2 Benzoxanthene derivatives." Molecular Catalysis 572 (February 2025): 114691. https://doi.org/10.1016/j.mcat.2024.114691.

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16

Guo, Peng, Jing Wang, Jun Wang, Daocheng Pan, and Guohai Xu. "Ag (I)-based 2D metal frameworks with helical structures decorated by the homochiral camphor-10-sulfonic acid." Solid State Sciences 12, no. 12 (2010): 2091–95. http://dx.doi.org/10.1016/j.solidstatesciences.2010.09.004.

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17

Kumbhar, Digambar, Reshma Patil, Dayanand Patil, et al. "(±)-Camphor-10-sulfonic acid as recyclable and efficient catalyst for the synthesis of some novel coumarin derivatives." Synthetic Communications 46, no. 1 (2015): 85–92. http://dx.doi.org/10.1080/00397911.2015.1121281.

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18

Miles, Andrew J., Frank Wien, and B. A. Wallace. "Redetermination of the extinction coefficient of camphor-10-sulfonic acid, a calibration standard for circular dichroism spectroscopy." Analytical Biochemistry 335, no. 2 (2004): 338–39. http://dx.doi.org/10.1016/j.ab.2004.08.035.

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19

Hayyan, Adeeb, Mohd Ali Hashim, and Maan Hayyan. "Agro-industrial acidic oil as a renewable feedstock for biodiesel production using (1R)-(–)-camphor-10-sulfonic acid." Chemical Engineering Science 116 (September 2014): 223–27. http://dx.doi.org/10.1016/j.ces.2014.03.031.

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20

Jayalakshmi, M., J. Devasia, A. Nizam, et al. "Tandem Neat Synthesis of Substituted Pyrano[3,2-c]chromen-5-ones: Unraveling the Camphor-10-sulfonic Acid Catalysis." Russian Journal of Organic Chemistry 61, no. 1 (2025): 147–56. https://doi.org/10.1134/s1070428024603285.

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21

Oppolzer, Wolfgang, and Philip Dudfield. "Asymmetric halogenation of camphor-10-sulfonic acid derived esters: an efficient new route to enantiomerically pure halohydrins and epoxides." Tetrahedron Letters 26, no. 41 (1985): 5036–40. http://dx.doi.org/10.1016/s0040-4039(01)80847-9.

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22

Devasia, Jyothis, Aatika Nizam, D. Muthukumar, Renjith S. Pillai, and Francis Joy. "A concise route to fused tetrazolo scaffolds through 10-camphor sulfonic acid auto-tandem homogeneous catalysis and mechanistic investigation." Journal of Molecular Liquids 376 (April 2023): 121510. http://dx.doi.org/10.1016/j.molliq.2023.121510.

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23

Mohammed, Kahtan A., Kareema M. Ziadan, Alaa S. Al-Kabbi, Dalael Saad Abdulzahr, Hawraa Kareem Judi, and Hussein M. Hussein. "The Role of Formic Acid as Secondary Dopant and Solvent for Poly(O-Toluidine) Intrinsically Doped with Camphor Sulfonic Acid." Materials Science Forum 1039 (July 20, 2021): 260–68. http://dx.doi.org/10.4028/www.scientific.net/msf.1039.260.

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The role of formic acid as Secondary Dopant for Poly (O-toluidine) Intrinsically Doped with Camphor Sulfonic-Acid (POT-CSA) nanoparticles were prepared by chemical polymerization had been studied. Spin coating and casting method have been used to deposit good adhesion and uniform thin films of (POT-CSA) on a glass substrates at room temperature. the properties of (POT-CSA) nanoparticles which examined by FTIR, SEM, AFM, XRD, I-V characteristics and UV-VIS. FTIR studies show the several bending and stretching modes of POT. XRD examination demonstrated that NPS. has a semi-crystalline pattern . The synthesized film well covered by the nanoparticles over the entire substrate surface, exhibits uniform, porous, and spherical granular surface morphology, A narrow size distribution is observed and the average size of particles about 80 nm. The band gap (Eg) has been determined which is equal to 3.1 ev. The room temperature conductivity of POT-CSA was 3 * 10-1 S.cm-1,which increases with increasing temperature. Electrical conductivity enhances up to three order after the secondary doping process. Keywords: POT-Chemical polymerization-Conducting polymer-SEM-AFM

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24

Beygisangchin, Mahnoush, Suraya Abdul Rashid, Suhaidi Shafie, and Amir Reza Sadrolhosseini. "Polyaniline Synthesized by Different Dopants for Fluorene Detection via Photoluminescence Spectroscopy." Materials 14, no. 23 (2021): 7382. http://dx.doi.org/10.3390/ma14237382.

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The effects of different dopants on the synthesis, optical, electrical and thermal features of polyaniline were investigated. Polyaniline (PANI) doped with p-toluene sulfonic acid (PANI-PTSA), camphor sulphonic acid (PANI-CSA), acetic acid (PANI-acetic acid) and hydrochloric acid (PANI-HCl) was synthesized through the oxidative chemical polymerization of aniline under acidic conditions at ambient temperature. Fourier transform infrared light, X-ray diffraction, UV-visible spectroscopy, field emission scanning electron microscopy, photoluminescence spectroscopy and electrical analysis were used to define physical and structural features, bandgap values, electrical conductivity and type and degree of doping, respectively. Tauc calculation reveals the optical band gaps of PANI-PTSA, PANI-CSA, PANI-acetic acid and PANI-HCl at 3.1, 3.5, 3.6 and 3.9 eV, respectively. With the increase in dopant size, crystallinity is reduced, and interchain separations and d-spacing are strengthened. The estimated conductivity values of PANI-PTSA, PANI-CSA, PANI-acetic acid and PANI-HCl are 3.84 × 101, 2.92 × 101, 2.50 × 10−2, and 2.44 × 10−2 S·cm−1, respectively. Particularly, PANI-PTSA shows high PL intensity because of its orderly arranged benzenoid and quinoid units. Owing to its excellent synthesis, low bandgap, high photoluminescence intensity and high electrical features, PANI-PTSA is a suitable candidate to improve PANI properties and electron provider for fluorene-detecting sensors with a linear range of 0.001–10 μM and detection limit of 0.26 nM.

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25

Zhai, Yingying, Kefeng Pan, and Ende Zhang. "Anti-Corrosive Coating of Carbon-Steel Assisted by Polymer-Camphorsulfonic Acid Embedded within Graphene." Coatings 10, no. 9 (2020): 879. http://dx.doi.org/10.3390/coatings10090879.

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A novel, economic and environmentally friendly anticorrosion coating material for metals is introduced and investigated in this paper. For this purpose, camphor-sulfonic-acid/graphene-doped poly(o-toluidine) composites (MG/CSA@POT) were fabricated using in-situ polymerization with (NH4)2S2O8 as an oxidant. The structure and the morphology of MG/CSA@POT were analyzed using FTIR (Fourier-transform infrared spectroscopy), XRD (X-ray diffraction), and SEM (Scanning Electron Microscope). Multilayer graphene (MG)/CSA@POT-polyurethane composite coatings (MG/CSA@POT-WPU) were prepared on the surface of a carbon steel substrate by mixing MG/CSA@POT with waterborne polyurethane via blending. The corrosion performance of the MG/CSA@POT-WPU composite coatings in a 3.5% NaCl solution was studied with a corrosion electrochemical method. The results showed that 5-MG/CSA@POT-WPU had the best shielding effect on corrosive media and the lowest corrosion rate (1.02 × 10−6 mm/year) compared to other coatings while its inhibition efficiency reached 99.96%.

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26

Najana, Sanni Babu, and Bala Murali Krishna Khandapu. "Quantification of Impurity-E in Voriconazole Powder for Solution for Infusion (200 mg/vial) by using High Performance Liquid Chromatography." Caribbean Journal of Science and Technology 10, no. 02 (2022): 01–09. http://dx.doi.org/10.55434/cbi.2022.20101.

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A novel stability indicating liquid chromatographic method was developed and validated for the quantification of impurity-E((±)-βCamphorsulfonic acid, (±)-Camphor-10-sulfonic acid)in Voriconazole powder for solution for infusion formulation. The separation was achieved on Novapak (150 x 3.9 mm, 4 μm) column using a movable segment consisting of pH 5.0 acetate buffer and acetonitrile gradient elution mode, at a flow rate of 1.0 ml/min. Column oven maintained at 35°C, inoculation quantity 50 µl, sample cooler temperature 5 °C and detection wavelength 286 nm. Chromatographic resolution between impurity-E and Voriconazole was found to be 22.1. Technique was extensively validated for the quantification of impurity-E in Voriconazole powder for solution for infusion formulation and established to be vigorous. Method was established extremely specific as all other related impurities were separated from the impurity-E. The Limit of quantitation (LOQ) and limit of detection (LOD) for impurity-E were 6.0μg/ml and 2.0 μg/ml respectively.

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27

Yoshioka, Ryuzo, Hajime Hiramatsu, Kimio Okamura, Ikuko Tsujioka, and Shin-ichi Yamada. "Crystal structure–solubility relationships in optical resolution by diastereomeric salt formation of DL-phenylglycine with (1S )-(+)-camphor-10-sulfonic acid." Journal of the Chemical Society, Perkin Transactions 2, no. 10 (2000): 2121–28. http://dx.doi.org/10.1039/b003068f.

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28

Iwan, Agnieszka, Janusz Kasperczyk, Bozena Kaczmarczyk та ін. "Polyketanils: Preparation of π-Conjugated Polymer Bases from p-dibenzoylbenzene with Various Diamines. Protonation with DL-Camphor-10-sulfonic Acid". High Performance Polymers 19, № 1 (2006): 78–96. http://dx.doi.org/10.1177/0954008306071032.

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29

Chauhan, Pankaj, Sarbjit Singh, and Swapandeep Singh Chimni. "ChemInform Abstract: D-Camphor-10-sulfonic Acid: A Water Compatible Organocatalyst for Friedel-Crafts Reaction of Indoles with Electron Deficient Olefins." ChemInform 44, no. 24 (2013): no. http://dx.doi.org/10.1002/chin.201324094.

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30

Amarandei, Cornelia, Romeo Iulian Olariu, and Cecilia Arsene. "Implications of Matrix Effects in Quantitative HPLC/ESI-ToF-MS Analyses of Atmospheric Organic Aerosols." Proceedings 55, no. 1 (2020): 6. http://dx.doi.org/10.3390/proceedings2020055006.

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Matrix-induced signal suppression or enhancements are known phenomena in electrospray ionization mass spectrometry. Very few studies report on method development for organic aerosols analyses with the evaluation of the matrix effects. The matrix effects lead to errors in the quantification of the analytes and affect the detection capability, precision, and accuracy of an analysis method. The present study reports on the matrix effects in the analysis of organic chemical compounds present in atmospheric aerosol particles collected on quartz filters. A total number of 19 analytes, including different classes of organic compounds, such as monoaromatic phenols and derivatives (e.g., catechol, 4-methylcatechol, 3-methoxycatechol, 4-nitrocatechol, 4-nitrophenol, 2,4-dinitrophenol, 2,6-dimethyl-4-nitrophenol), carboxylic acids (terebic acid, adipic acid, pimelic acid, phthalic acid, vanillic acid), and sulfonic acids (e.g., camphor-10-sulfonic acid), was investigated by high-performance liquid chromatography coupled to electrospray ionization time-of-flight mass spectrometry (HPLC/ESI-ToF-MS). The HPLC and ESI set-up parameters used in this study were previously optimized for the investigated compounds. Different volumes of a standard mixture were added to sample extracts, with final solutions concentrations in the 50–1500 μg L−1 range. For the investigated concentration range, the observed matrix effect was independent of the standard concentration level. For quartz filter extracts, the average matrix effect determined on a concentration-based method was 109.5 ± 6.1%. Both signal suppression and enhancement effects were observed for different compounds. For other analytes, the influence of the matrix effect is variable, suggesting that the use of an internal standard is not sufficient for the matrix effects correction. Competition between analyte ions and matrix components in the gas-phase ionization processes occurring in electrospray might explain signal suppression while generated coeluted isobaric compounds might induce signal enhancement.

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Fotia, Antonio, Angela Malara, Emilia Paone, et al. "Self Standing Mats of Blended Polyaniline Produced by Electrospinning." Nanomaterials 11, no. 5 (2021): 1269. http://dx.doi.org/10.3390/nano11051269.

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Conducting nanofibers of polyaniline (PANI) doped with camphor-10-sulfonic acid (HCSA) and blended with different polymers, such as polymethyl methacrylate (PMMA) and polyvinyl acetate (PVAc), have been fabricated using the electrospinning technique. Scanning electron microscopy (SEM) and thermal gravimetric analysis (TGA) were utilized to characterize the morphology and the thermal stability of PANI-blended fibers. An extensive study was performed to understand the copolymer influence on both the structural and surface properties of the realized conductive thin films. Samples main electrical characteristics, as conductivity, specific capacitance and electrochemical performances were tested. The better mats were obtained with the use of PVAc copolymer, which showed a conductivity value two orders of magnitude higher than the PMMA system. Aiming at further improving the electrochemical features of these blended mats, hybrid fibers based on PANI/PVAc/graphene oxide and PANI/PVAc/iron oxide were also produced and characterized. The obtained mats were potentially addressed to numerous practical fields, including sensors, health applications, smart devices and multifunctional textile materials.

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32

Hayyan, Adeeb, Khalid Abed, Mohammed Al-Saadi, et al. "Application of response surface methodology to optimize the treatment process of high conversion of free fatty acids using (1R)-(-)-camphor-10-sulfonic acid and iron(III) sulphate." Hemijska industrija, no. 00 (2025): 3. https://doi.org/10.2298/hemind240515003h.

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This study investigates biodiesel production from acidic crude palm oil using one homogeneous catalyst, (1R)-(-)-camphor-10-sulfonic acid (10-CSA), and one heterogeneous catalyst, iron(III) sulphate, focusing on their catalytic activity, recyclability, and process optimisation by using response surface methodology. Optimal conditions were identified by utilising a Box-Behnken factorial design. For 10-CSA, the optimised conditions yielded a free fatty acid (FFA) reduction to 0.43 wt.%, with a catalyst dosage of 1.5 wt.% (investigated range: 1.0-2.0 wt.%), methanol-to-oil molar ratio of 12.67:1 (investigated range: 10 to 14:1), reaction temperature of 59.6 ?C (investigated range: 50 to 65 ?C), and reaction time of 33.1 min (investigated range: 30 to 40 min). For iron(III) sulphate, the optimised conditions led to FFA reduction to 1.04 wt.%, with a catalyst dosage of 3.14 wt.% (investigated range: 2.5 to 3.5 wt.%), methanol-to-oil molar ratio of 12:1 (investigated range: 10 to 14:1), reaction temperature of 60 ?C (investigated range: 55 to 70 ?C), and reaction time of 178.6 min (investigated range: 150 to 180 min). Results of the ANOVA analysis confirmed the significance of key factors for both catalysts (p < 0.05), with R? values of 0.937 for 10-CSA and 0.916 for iron(III) sulphate, indicating strong model fits. The mean relative percent deviation (MRPD) was <5 % for both models, demonstrating high predictive accuracy. The lack of fit was found to be insignificant (p > 0.05), confirming the adequacy of the models. Both catalysts achieved high FFA conversions of 95.2 % for 10-CSA and 88.2 % for iron(III) sulphate, which meets the EN 14214 and ASTM D6751 standards. Notably, 10-CSA exhibited superior catalytic activity and recyclability, highlighting its potential for industrial-scale biodiesel production. This study offers practical insights into optimising esterification processes for biodiesel production from acidic crude palm oil.

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Chandam, Dattatray R., Abhijeet G. Mulik, Prasad P. Patil, Suryabala D. Jagdale, Dayanand R. Patil, and Madhukar B. Deshmukh. "(±)-Camphor-10-sulfonic acid catalyzed atom efficient and green synthesis of triazolo[1,2-a]indazole-triones and spiro triazolo[1,2-a]indazole-tetraones." Research on Chemical Intermediates 41, no. 2 (2013): 761–71. http://dx.doi.org/10.1007/s11164-013-1226-9.

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34

Emel, Pelit. "(±)-CSA Catalyzed Multicomponent Synthesis of Indeno Naphthopyrans and Tetrahydrobenzo[a]xanthen-11-ones Under Ultrasonic Irradiation." Chemical Science International Journal 20, no. 1 (2017): 1–8. https://doi.org/10.9734/CSJI/2017/35380.

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<strong>Aims: </strong>This study was designed to synthesis of Naphthopyrans and xanthenes derivatives in green chemistry approach. <strong>Methodology:</strong> New 13-aryl-indeno[1,2-<em>b</em>]naphtha[1,2-<em>e</em>]pyran-12(13<em>H</em>)-ones and tetrahydrobenzo[<em>a</em>]xanthen-11-ones were obtained by multi-component reaction of 2-naphthol, aromatic aldehydes, indane-1,3-dione or 5,5-dimethylcyclohexane-1,3-dione in the presence of (±)-camphor-10-sulfonic acid (CSA) catalyst under ultrasonic irradiation. <strong>Results:</strong> 13-aryl-indeno[1,2-<em>b</em>]naphtha[1,2-<em>e</em>]pyran-12(13<em>H</em>)-ones and tetrahydrobenzo[<em>a</em>]xanthen-11-ones were obtained in high yields. However, 13-aryl-indeno[1,2-b]naphtha[1,2-e]pyran-12(13H)-one derivatives gave better yields under this conditions. <strong>Conclusion:</strong> The desired compounds were obtained in high yields in short reaction times. The advantages of this method are using a powerful nontoxic, inexpensive, eco-friendly, recyclable, easy to handle, and water-soluble organo-catalyst, building several new bonds in one-pot multi-component reaction, low power consumption, short reaction times and high yields.

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Majidi, Mir Reza, Leon A. P. Kane-Maguire, and Gordon G. Wallace. "Electrochemical Synthesis of Optically Active Polyanilines." Australian Journal of Chemistry 51, no. 1 (1998): 23. http://dx.doi.org/10.1071/c97108.

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The synthesis of optically active polyaniline salt films of the type PAn.HCSA (HCSA = camphor-10-sulfonic acid) has been achieved via the enantioselective electropolymerization of aniline on indium-tin-oxide (ITO)-coated glass electrodes in the presence of (+)- or (–)-HCSA. Similar results were obtained under potentiostatic, galvanostatic and potentiodynamic conditions. The chiroptical and electrical properties of these novel materials have been characterized by u.v.–visible and circular dichroism (c.d.) spectroscopy, electrochemical quartz crystal microbalance techniques and resistometry. The intensity of the c.d. spectra of potentiostatically grown PAn.(+)-HCSA films was found to increase with increasing applied potential over the range 0·8–1·1 V (v. Ag/AgCl) and with increasing charge consumed. C.d. spectroscopic studies also showed that the polyaniline chains retained their initial configuration when the (+)-HCSA dopant acid in PAn.(+)-HCSA films was replaced by HCl via potential cycling in 1 mol dm-3 HCl. Similarly, chemical de-doping of PAn.(+)-HCSA with 0·5 mol dm-3 NH4OH produced optically active emeraldine base, which upon re-doping with HCl gave optically active PAn.HCl with a c.d. spectrum very similar to that of the original PAn.(+)-HCSA. These results suggest that chiral holes may be formed in the polymer matrix during both redox and chemical de-doping/re-doping cycles with PAn.(+)-HCSA salt films.

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Sokolova, A. S., D. V. Baranova, O. I. Yarovaya, et al. "Synthesis of (1S)-(+)-camphor-10-sulfonic acid derivatives and investigations in vitro and in silico of their antiviral activity as the inhibitors of fi lovirus infections." Russian Chemical Bulletin 68, no. 5 (2019): 1041–46. http://dx.doi.org/10.1007/s11172-019-2517-0.

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37

D'Souza, Alice A., Majid Motevalli, Andrew J. Robinson, and Peter B. Wyatt. "(R)-(+)-3-Amino-2-phenylpropanoic acid: a revised absolute configuration based on an enantioselective synthesis and an X-ray crystal structure of the salt with (1S)-(+)-camphor-10-sulfonic acid." Journal of the Chemical Society, Perkin Transactions 1, no. 1 (1995): 1. http://dx.doi.org/10.1039/p19950000001.

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38

Kundu, Kshama, and Sandip K. Nayak. "(±)-Camphor-10-sulfonic acid catalyzed direct one-pot three-component Mannich type reaction of alkyl (hetero)aryl ketones under solvent-free conditions: application to the synthesis of aminochromans." RSC Adv. 2, no. 2 (2012): 480–86. http://dx.doi.org/10.1039/c1ra00652e.

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39

Kundu, Kshama, and Sandip K. Nayak. "ChemInform Abstract: (.+-.)-Camphor-10-sulfonic Acid Catalyzed Direct One-Pot Three-Component Mannich Type Reaction of Alkyl (Hetero)aryl Ketones under Solvent-Free Conditions: Application to the Synthesis of Aminochromans." ChemInform 43, no. 21 (2012): no. http://dx.doi.org/10.1002/chin.201221062.

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40

Cahova, Jana, Jana Blahova, Lucie Plhalova, Zdenka Svobodova, and Caterina Faggio. "Do Single-Component and Mixtures Selected Organic UV Filters Induce Embryotoxic Effects in Zebrafish (Danio rerio)?" Water 13, no. 16 (2021): 2203. http://dx.doi.org/10.3390/w13162203.

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UVs are important ingredients in common cosmetic products (e.g., sunscreens, hairsprays, soap). After their use, they can enter the aquatic ecosystem and negatively affect non-target aquatic organisms. The aim of our study was to evaluate acute embryotoxicity of selected organic UVs 2-phenylbenzimidazole-5-sulfonic acid (PBSA), ethylhexyl methoxycinnamate (EHMC), octocrylene (OC), 4-methylbenzylidene camphor (4-MBC) and benzophenone-3 (BP-3). The chemicals were tested both as a single substance and their mixtures. The types of mixtures were chosen as follows: the combination of OC and 4-MBC; the combination of PBSA, EHMC and BP-3 and the combination of all five UV filters. The embryotoxicity was evaluated using a modified method of the Fish Embryo Acute Toxicity Test-OECD guideline 236 and zebrafish (Danio rerio) was selected as a suitable fish model organism. The toxic effects were studied by assessing mortality, hatching and the occurrence of malformations at 24, 48, 72 and 96 h post fertilization. The obtained results indicate that especially the mixture of OC and 4-MBC presents a potential risk of embryotoxicity for zebrafish due to a significant increase in mortality, which was 41.7% in the experimental group exposed to 10 μg/L at 96 h post fertilization. Based on our results, the most effected sub-lethal endpoints were hatching and malformation (e.g., edema of pericard, bent spine, yolk edema), but with no statistically significant effect. These results differ within groups with single UVs and with their mixtures, suggesting the interaction of these substances when they are exposed together.

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Navale, S. T., G. D. Khuspe, M. A. Chougule та V. B. Patil. "Camphor sulfonic acid doped PPy/α-Fe2O3 hybrid nanocomposites as NO2 sensors". RSC Adv. 4, № 53 (2014): 27998–8004. http://dx.doi.org/10.1039/c4ra02924k.

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PPy/α-Fe<sub>2</sub>O<sub>3</sub> hybrid nanocomposites with different weight percentages (10–50%) of CSA were successfully prepared by using a solid state synthesis method for NO<sub>2</sub> gas detection at room temperature.

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Singh, Manoj, Amish Kumar Gautam, Mohd Faraz, and Neeraj Khare. "Thermoelectric performance of (±) Camphor-10-sulfonic acid doped polyaniline/graphitic carbon nitride composite films." European Physical Journal Plus 137, no. 11 (2022). http://dx.doi.org/10.1140/epjp/s13360-022-03451-7.

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43

OPPOLZER, W., and P. DUDFIELD. "ChemInform Abstract: Asymmetric Halogenation of Camphor-10-sulfonic Acid Derived Esters: An Efficient New Route to Enantiomerically Pure Halohydrins and Epoxides." Chemischer Informationsdienst 17, no. 7 (1986). http://dx.doi.org/10.1002/chin.198607107.

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44

Datta, Arpita, N. Sivaraman, T. G. Srinivasan, and P. R. Vasudeva Rao. "Rapid separation of lanthanides and actinides on small particle based reverse phase supports." Radiochimica Acta 98, no. 5 (2010). http://dx.doi.org/10.1524/ract.2010.1715.

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AbstractThis paper presents the results on the use of short columns (3−5 cm long) with small particle size (1.8 μm) for high performance liquid chromatographic separation of individual lanthanides and uranium from plutonium as well as uranium from thorium to achieve rapid separationsIn the present work, a dynamic ion-exchange chromatographic separation technique was employed using camphor-10-sulfonic acid (CSA) as the ion-pairing reagent and α-hydroxy isobutyric acid (α-HIBA) as the complexing reagent for the isolation of individual lanthanides as well as the separation of uranium from thorium.Uranium was separated from Pu(III) as well as Pu(IV) by reverse phase HPLC technique. The reverse phase HPLC was also investigated for the isolation and quantitative determination of uranium from thorium as well as lanthanide group from uranium.The dynamic ion-exchange technique using small particle support was demonstrated for measuring the concentrations of lanthanide fission products such as La, Ce, Pr, Nd and Sm in the dissolver solution of fast reactor fuel. Similarly, the assay of uranium in the dissolver solution of fast reactor was carried out using reverse phase HPLC technique. The rapid separation technique using reverse phase HPLC was also demonstrated for separation of lanthanides as a group from uranium matrix; samples of LiCl-KCl eutectic salt containing chlorides of lanthanides in uranium matrix (typically 1:2000) were analysed.

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Peng, Hang, Yan Qin, Xiao-Gang Chen, Xian-Jiang Song, Ren-Gen Xiong, and Wei-Qiang Liao. "The First Kleinman‐type Second‐Harmonic Generation Circular Dichroism On/Off Switchable Ferroelectrics." Angewandte Chemie, January 27, 2025. https://doi.org/10.1002/ange.202500285.

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Chiral ferroelectrics have recently received considerable interest due to their unique chiroptical properties. They can adopt Kleinman symmetry second‐harmonic generation (SHG)‐active chiral‐polar point groups in the ferroelectric phase while Kleinman symmetry SHG‐inactive chiral‐nonpolar point groups in the paraelectric phase, providing a great opportunity to realize on/off switching of SHG circular dichroism (SHG‐CD) response. However, the SHG‐CD effect was rarely explored in chiral ferroelectrics, and the on/off switchable SHG‐CD has never been reported. Herein, we report the first crown ether‐based chiral ferroelectrics (R/S‐CS)Ca(18‐crown‐6) (CS = camphor‐10‐sulfonic acid), which undergo a 422F2 type ferroelectric phase transition at around 336 K from Kleinman symmetry SHG‐active point group 2 to Kleinman symmetry SHG‐inactive point group 422. Notably, they exhibit obvious SHG‐CD responses with an anisotropy factor of up to 0.31. More importantly, the SHG‐CD response can be switched between SHG‐CD active (SHG‐CD on) and inactive (SHG‐CD off) states during the ferroelectric phase transition, which is unprecedented. To the best of our knowledge, this is the first example of Kleinman‐type SHG‐CD on/off switchable ferroelectric. Our findings open up a new way to switch SHG‐CD response based on chiral ferroelectrics, which would greatly inspire the further exploration of switchable SHG‐CD effects in chiral ferroelectrics.

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46

Peng, Hang, Yan Qin, Xiao-Gang Chen, Xian-Jiang Song, Ren-Gen Xiong, and Wei-Qiang Liao. "The First Kleinman‐type Second‐Harmonic Generation Circular Dichroism On/Off Switchable Ferroelectrics." Angewandte Chemie International Edition, January 27, 2025. https://doi.org/10.1002/anie.202500285.

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Chiral ferroelectrics have recently received considerable interest due to their unique chiroptical properties. They can adopt Kleinman symmetry second‐harmonic generation (SHG)‐active chiral‐polar point groups in the ferroelectric phase while Kleinman symmetry SHG‐inactive chiral‐nonpolar point groups in the paraelectric phase, providing a great opportunity to realize on/off switching of SHG circular dichroism (SHG‐CD) response. However, the SHG‐CD effect was rarely explored in chiral ferroelectrics, and the on/off switchable SHG‐CD has never been reported. Herein, we report the first crown ether‐based chiral ferroelectrics (R/S‐CS)Ca(18‐crown‐6) (CS = camphor‐10‐sulfonic acid), which undergo a 422F2 type ferroelectric phase transition at around 336 K from Kleinman symmetry SHG‐active point group 2 to Kleinman symmetry SHG‐inactive point group 422. Notably, they exhibit obvious SHG‐CD responses with an anisotropy factor of up to 0.31. More importantly, the SHG‐CD response can be switched between SHG‐CD active (SHG‐CD on) and inactive (SHG‐CD off) states during the ferroelectric phase transition, which is unprecedented. To the best of our knowledge, this is the first example of Kleinman‐type SHG‐CD on/off switchable ferroelectric. Our findings open up a new way to switch SHG‐CD response based on chiral ferroelectrics, which would greatly inspire the further exploration of switchable SHG‐CD effects in chiral ferroelectrics.

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47

Gul, Melek, Emine Turk Celikoglu, Onder Idil, Gamze Tas, and Emel Pelit. "Synthesis, antimicrobial activity and molecular docking studies of spiroquinoline-indoline-dione and spiropyrazolo-indoline-dione derivatives." Scientific Reports 13, no. 1 (2023). http://dx.doi.org/10.1038/s41598-023-27777-z.

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AbstractSpiro[benzo[h]quinoline-7,3′-indoline]diones and spiro[indoline-3,4′-pyrazolo[3,4-b]quinoline]diones were efficiently synthesized via one-pot multi-component reactions under ultrasound-promoted conditions. Spiro[benzo[h]quinoline-7,3′-indoline]dione derivatives were successfully developed by the reaction of isatins, naphthalene-1-amine and 1,3-dicarbonyl compounds. The spiro[indoline-3,4′-pyrazolo[3,4-b]quinoline]dione derivatives were prepared by the reaction of isatins, 5-amino-1-methyl-3-pheylpyrazole, and 1,3-dicarbonyl compounds by using ( ±)-camphor-10-sulfonic acid as a catalyst in H2O/EtOH (3:1 v/v) solvent mixture. The antibacterial activity of the synthesized compounds was evaluated against, Enterococcus faecalis, Staphylococcus aureus and Candida albicans. Compounds 4b, 4h, and 6h showed the strongest antimicrobial activity toward both bacteria. The MIC values of these compounds ranged from 375–3000 µg/mL. The effect of these compounds (4b, 4h, 6h) as a function of applied dose and time was investigated by a kinetic study, and the interaction with these antimicrobial results was simulated by a molecular docking study. We also used the docking approach with Covid-19 since secondary bacterial infections. Docking showed that indoline-quinoline hybrid compounds 4b and 4h exerted the strongest docking binding value against the active sites of 6LU7. In addition, the synthesized compounds had a moderate to good free radical scavenging activity.

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Cahova, Jana, Jana Blahova, Lucie Plhalova, Zdenka Svobodova, and Caterina Faggio. "Do Single-Component and Mixtures Selected Organic UV Filters Induce Embryotoxic Effects in Zebrafish (Danio rerio)?" August 13, 2021. https://doi.org/10.3390/w13162203.

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Abstract:

UVs are important ingredients in common cosmetic products (e.g., sunscreens, hairsprays, soap). After their use, they can enter the aquatic ecosystem and negatively affect non-target aquatic organisms. The aim of our study was to evaluate acute embryotoxicity of selected organic UVs 2-phenylbenzimidazole-5-sulfonic acid (PBSA), ethylhexyl methoxycinnamate (EHMC), octocrylene (OC), 4-methylbenzylidene camphor (4-MBC) and benzophenone-3 (BP-3). The chemicals were tested both as a single substance and their mixtures. The types of mixtures were chosen as follows: the combination of OC and 4-MBC; the combination of PBSA, EHMC and BP-3 and the combination of all five UV filters. The embryotoxicity was evaluated using a modified method of the Fish Embryo Acute Toxicity Test-OECD guideline 236 and zebrafish (Danio rerio) was selected as a suitable fish model organism. The toxic effects were studied by assessing mortality, hatching and the occurrence of malformations at 24, 48, 72 and 96 h post fertilization. The obtained results indicate that especially the mixture of OC and 4-MBC presents a potential risk of embryotoxicity for zebrafish due to a significant increase in mortality, which was 41.7% in the experimental group exposed to 10 μg/L at 96 h post fertilization. Based on our results, the most effected sub-lethal endpoints were hatching and malformation (e.g., edema of pericard, bent spine, yolk edema), but with no statistically significant effect. These results differ within groups with single UVs and with their mixtures, suggesting the interaction of these substances when they are exposed together.

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