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1

Flodin, C., and F. B. Whitfield. "Biosynthesis of Bromophenols in Marine Algae." Water Science and Technology 40, no. 6 (1999): 53–58. http://dx.doi.org/10.2166/wst.1999.0260.

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The green marine alga Ulva lactuca is known to contain high concentrations of bromophenols. However, the biosynthetic pathways of their formation is not known. This study was aimed at identifying possible precursors of bromophenols. The bromophenol content and bromoperoxidase activity were measured in the alga collected every month from January to August 1997. Bromoperoxidases were extracted and incubated with various possible precursors of bromophenols and brominated reaction products were identified by gas chromatography-mass spectrometry. The results show that U. lactuca contains a bromoper
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2

Whitfield, F. B., K. J. Shaw, and D. I. Walker. "The Source of 2,6-Dibromophenol: Cause of an Iodoform Taint in Australian Prawns." Water Science and Technology 25, no. 2 (1992): 131–38. http://dx.doi.org/10.2166/wst.1992.0044.

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The presence of 2,6-dibromophenol in prawn meat in concentrations above 60 ng/kg produces a detectable iodoform-like flavour. This compound is usually accompanied by other bromophenols including .2- and 4-bromophenol, 2,4-dibromophenol and 2,4,6-tribromophenol. Previous studies have suggested that some marine algae and bryozoa from the Gutters region of Exmouth Gulf, Western Australia, were the possible sources of these compounds in the local endeavour prawn Metapenaeusendeavouri. Recently, a selection of eight marine algae, two bryozoa, a hydroid and eight sponges were collected from this reg
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3

Steward, Charles C., Terry C. Dixon, Yung Pin Chen, and Charles R. Lovell. "Enrichment and isolation of a reductively debrominating bacterium from the burrow of a bromometabolite-producing marine hemichordate." Canadian Journal of Microbiology 41, no. 7 (1995): 637–42. http://dx.doi.org/10.1139/m95-086.

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An anaerobic 2,4,6-tribromophenol debrominating bacterium, strain DSL-1, was isolated from enrichment cultures inoculated with sediment from the burrows of the bromoaromatic-producing marine hemichordates Balanoglossus aurantiacus and Saccoglossus kowalewskyi. DSL-1 preferentially removed ortho-position bromines, resulting in the transient appearance of 2,4-dibromophenol and accumulation of 4-bromophenol. Cell-free extracts and partially purified reductive debrominase preparations from DSL-1 also debrominated 2,4,6-tribromophenol, yielding 2,4-dibromophenol and 4-bromophenol. Both NADH and NAD
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4

Whitfield, F. B., F. Helidoniotis, D. Svoronos, K. J. Shaw, and G. L. Ford. "The source of bromophenols in some species of Australian ocean fish." Water Science and Technology 31, no. 11 (1995): 113–20. http://dx.doi.org/10.2166/wst.1995.0416.

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The carcass and gut contents of 10 species of fish caught along the eastern coast of Australia were analysed by gas chromatography-multiple ion detection-mass spectrometry for a range of bromophenols including 2- and 4-bromophenol, 2,4- and 2,6-dibromophenol and 2,4,6-tribromophenol. These bromophenols, the cause of iodoform-like off-flavours in seafoods, were found in eight of the above species; the largest total concentrations of bromophenols occurred in the commercially important species Nemadactylus douglasii (40 ng/g). The concentrations of bromophenols in another three species Branchiost
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5

Dong, Hui, Li Wang, Meng Guo, et al. "Antioxidant and Anticancer Activities of Synthesized Methylated and Acetylated Derivatives of Natural Bromophenols." Antioxidants 11, no. 4 (2022): 786. http://dx.doi.org/10.3390/antiox11040786.

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Natural bromophenols are important secondary metabolites in marine algae. Derivatives of these bromophenol are potential candidates for the drug development due to their biological activities, such as antioxidant, anticancer, anti-diabetic and anti-inflammatory activity. In our present study, we have designed and synthesized a series of new methylated and acetylated bromophenol derivatives from easily available materials using simple operation procedures and evaluated their antioxidant and anticancer activities on the cellular level. The results showed that 2.,3-dibromo-1-(((2-bromo-4,5-dimeth
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6

Piriou, P., C. Soulet, J. L. Acero, A. Bruchet, U. Von Gunten, and I. H. Suffet. "Understanding medicinal taste and odour formation in drinking waters." Water Science and Technology 55, no. 5 (2007): 85–94. http://dx.doi.org/10.2166/wst.2007.166.

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The formation of bromophenols during chlorination of phenol- and bromide-containing waters can be critical for taste and odour problems in drinking waters. The work performed has confirmed that flavour threshold concentrations of some bromophenols are in the ng/L range. In addition, under typical drinking water conditions, kinetic experiments and model simulations performed have shown that (1) bromination is the predominant reaction pathway, (2) bromophenol reaction kinetics are rapid leading to taste-and-odour episodes that last for short periods of 10–20 min, (3) increasing phenol concentrat
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7

Xia, Yamu, Qi Wang, and Jia You. "2-[(2-Aminophenylimino)phenylmethyl]-4-bromophenol." Acta Crystallographica Section E Structure Reports Online 63, no. 8 (2007): o3529. http://dx.doi.org/10.1107/s1600536807034228.

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8

Boyle, Alfred W., Craig D. Phelps, and L. Y. Young. "Isolation from Estuarine Sediments of aDesulfovibrio Strain Which Can Grow on Lactate Coupled to the Reductive Dehalogenation of 2,4,6-Tribromophenol." Applied and Environmental Microbiology 65, no. 3 (1999): 1133–40. http://dx.doi.org/10.1128/aem.65.3.1133-1140.1999.

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ABSTRACT Strain TBP-1, an anaerobic bacterium capable of reductively dehalogenating 2,4,6-tribromophenol to phenol, was isolated from estuarine sediments of the Arthur Kill in the New York/New Jersey harbor. It is a gram-negative, motile, vibrio-shaped, obligate anaerobe which grows on lactate, pyruvate, hydrogen, and fumarate when provided sulfate as an electron acceptor. The organism accumulates acetate when grown on lactate and sulfate, contains desulfoviridin, and will not grow in the absence of NaCl. It will not utilize acetate, succinate, propionate, or butyrate for growth via sulfate re
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9

Ashraf, Humaira, and Qayyum Husain. "Application of immobilized peroxidase for the removal of p-bromophenol from polluted water in batch and continuous processes." Journal of Water Reuse and Desalination 1, no. 1 (2011): 52–60. http://dx.doi.org/10.2166/wrd.2011.017.

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Concanavalin A layered calcium alginate-cellulose beads adsorbed and cross-linked peroxidase of Momordica charantia was employed for the treatment of p-bromophenol polluted water. Immobilized peroxidase showed remarkably higher storage stability and retained about 78% phenolic compound removal efficiency over a period of one-month's storage at 4 °C. After a fourth repeated use immobilized enzyme retained nearly 50% p-bromophenol removal efficiency. p-Bromophenol removal by immobilized enzyme was ∼84% in the presence of 0.1 mM HgCl2. A significantly higher concentration of p-bromophenol was rem
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10

Bahron, Hadariah, Siti Najihah Abu Bakar, Karimah Kassim, Chin Sing Yeap, and Hoong-Kun Fun. "(E)-2-[1-(3-Amino-4-chlorophenylimino)ethyl]-4-bromophenol." Acta Crystallographica Section E Structure Reports Online 66, no. 4 (2010): o883. http://dx.doi.org/10.1107/s1600536810009773.

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11

Diao, Hai-Peng, Ti-Jian Sun, and Wen Liu. "2-[(1,3-Benzothiazol-2-yl)iminomethyl]-4-bromophenol." Acta Crystallographica Section E Structure Reports Online 67, no. 5 (2011): o1096. http://dx.doi.org/10.1107/s160053681101275x.

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12

Koen, Yakov M., Heather Hajovsky, Ke Liu, et al. "Liver Protein Targets of Hepatotoxic 4-Bromophenol Metabolites." Chemical Research in Toxicology 25, no. 8 (2012): 1777–86. http://dx.doi.org/10.1021/tx3002675.

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13

Lipczynska-Kochany, Ewa. "Direct photolysis of 4-bromophenol and 3-bromophenol as studied by a flash photolysis/HPLC technique." Chemosphere 24, no. 7 (1992): 911–18. http://dx.doi.org/10.1016/0045-6535(92)90009-g.

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14

A.C, Dongapure, and Choudhari P.P. "Synthesis of Substituted 1, 3- Dipropanone Containing Phenol Group Synthesized From 4-Bromophenol." Der Pharma Chemica 14, no. 5 (2022): 4. https://doi.org/10.5281/zenodo.10804049.

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A 1, 3- Dipropanone is a molecule containing two ketone groups. It is used as a ligand for the preparation of various coordination complexes. In the present investigation bromo substituted diketone namely 1-(5-bromo-2-hydroxyphenyl)-3-p-tolylpropane- 1,3- dione was prepared by using a generally known method [1]. The purity of synthesized compounds was checked by the thin layer chromatography.
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15

Rivera, Augusto, Juan Manuel Uribe, Jicli José Rojas, Jaime Ríos-Motta, and Michael Bolte. "Crystal structure of the co-crystalline adduct 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane (TATD)–4-bromophenol (1/2)." Acta Crystallographica Section E Crystallographic Communications 71, no. 5 (2015): 463–65. http://dx.doi.org/10.1107/s2056989015006684.

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The structure of the 1:2 co-crystalline adduct C8H16N4·2C6H5BrO, (I), from the solid-state reaction of 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane (TATD) and 4-bromophenol, has been determined. The asymmetric unit of the title co-crystalline adduct comprises a half molecule of aminal cage polyamine plus a 4-bromophenol molecule. A twofold rotation axis generates the other half of the adduct. The primary inter-species association in the title compound is through two intermolecular O—H...N hydrogen bonds. In the crystal, the adducts are linked by weak non-conventional C—H...O and C—H...Br hydro
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16

Larsen, N. W. "Microwave spectra and internal rotation of 4-fluorophenol, 4-chlorophenol and 4-bromophenol." Journal of Molecular Structure 144, no. 1-2 (1986): 83–99. http://dx.doi.org/10.1016/0022-2860(86)80169-7.

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17

Jacobtorweihen, Joshua, Marthe Schmitt, and Verena Spiegler. "Amino Acid-Coupled Bromophenols and a Sulfated Dimethylsulfonium Lanosol from the Red Alga Vertebrata lanosa." Marine Drugs 20, no. 7 (2022): 420. http://dx.doi.org/10.3390/md20070420.

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Vertebrata lanosa is a red alga that can commonly be found along the shores of Europe and North America. Its composition of bromophenols has been studied intensely. The aim of the current study was therefore to further investigate the phytochemistry of this alga, focusing more on the polar components. In total, 23 substances were isolated, including lanosol-4,7-disulfate (4) and the new compounds 3,5-dibromotyrosine (12), 3-bromo-5-sulfodihydroxyphenylalanine (13), 3-bromo-6-lanosyl dihydroxyphenylalanine (14), 3-(6′-lanosyl lanosyl) tyrosine (15) and 5-sulfovertebratol (16). In addition, 4-su
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18

Rivera, Augusto, Ginna Paola Trujillo, Jaime Ríos-Motta, Karla Fejfarová, and Michal Dušek. "2,2′-[1,3-Diazinane-1,3-diylbis(methylene)]bis(4-bromophenol)." Acta Crystallographica Section E Structure Reports Online 68, no. 2 (2012): o498. http://dx.doi.org/10.1107/s1600536812001985.

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19

Loncar, Nikola, Natasa Bozic, Ivan Andjelkovic, et al. "Removal of aqueous phenol and phenol derivatives by immobilized potato polyphenol oxidase." Journal of the Serbian Chemical Society 76, no. 4 (2011): 513–22. http://dx.doi.org/10.2298/jsc100619046l.

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Phenols containing halogens, which tend to deactivate the aromatic nuclei, constitute a significant category of highly toxic and difficult-to-degrade pollutants, which arise from a wide variety of industries. The main purpose of this study was to obtain an inexpensive immobilized enzyme for the removal of phenols. Partially purified potato polyphenol oxidase (PPO) was immobilized onto different commercial and laboratory produced carriers. Three of the obtained biocatalysts, with the highest PPO activities, namely Eupergit C250L-PPO; Celite-PPO and Cellulose M-PPO, were tested in a batch reacto
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20

Devine, Adam L., Michael G. D. Nix, Br?d Cronin, and Michael N. R. Ashfold. "Near-UV photolysis of substituted phenols, I: 4-fluoro-, 4-chloro- and 4-bromophenol." Physical Chemistry Chemical Physics 9, no. 28 (2007): 3749. http://dx.doi.org/10.1039/b704146b.

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21

Meizler, A., F. A. Roddick, and N. A. Porter. "Continuous enzymatic treatment of 4-bromophenol initiated by UV irradiation." Water Science and Technology 62, no. 9 (2010): 2016–20. http://dx.doi.org/10.2166/wst.2010.550.

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Horseradish peroxidase (HRP) can be used for the treatment of halogenated phenolic substances. In the presence of hydrogen peroxide phenols are oxidized to form polymers which undergo partial dehalogenation. However, when immobilized, the peroxidase is subject to inactivation due to blockage of the active sites by the growing polymers and to deactivation by elevated levels of hydrogen peroxide. When HRP immobilized on a novel glass-based support incorporating titanium dioxide is subjected to UV irradiation, hydrogen peroxide is produced and the nascent polymer is removed. In this work a reacto
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22

Bakir, Mohammed, Suzanne A. Clarke, Ishmael Hassan, Robert J. Lancashire та Marvadeen Singh-Wilmot. "trans-Bis(glycinato-κ2N,O)copper(II) 4-bromophenol solvate". Acta Crystallographica Section E Structure Reports Online 60, № 6 (2004): m868—m870. http://dx.doi.org/10.1107/s1600536804012541.

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23

Steward, C. C., and C. R. Lovell. "Respiration and Assimilation of 4-Bromophenol by Estuarine Sediment Bacteria." Microbial Ecology 33, no. 3 (1997): 198–205. http://dx.doi.org/10.1007/s002489900022.

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24

Kumar, Sunil, and Mukesh Choudhary. "Structure-based design and synthesis of copper(ii) complexes as antivirus drug candidates targeting SARS CoV-2 and HIV." New Journal of Chemistry 46, no. 15 (2022): 7128–43. http://dx.doi.org/10.1039/d2nj00703g.

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This paper describes the structure-based design and synthesis of two novel square-planar trans-N2O2 Cu(ii) complexes [Cu(L1)2] (1) and [Cu(L2)2] (2) of 2-((Z)-(4-methoxyphenylimino)methyl)-4,6-dichlorophenol (L1H) and 2-((Z)-(2,4-dibromophenylimino)methyl)-4-bromophenol (L2H) as potential inhibitors against the main protease of the SARS-CoV-2 and HIV viruses.
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25

Fun, Hoong-Kun, Reza Kia, and Paul R. Raithby. "2-[(E)-(5-Amino-2,3-diphenylquinoxalin-6-yl)iminomethyl]-4-bromophenol." Acta Crystallographica Section E Structure Reports Online 64, no. 7 (2008): o1271—o1272. http://dx.doi.org/10.1107/s1600536808017716.

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26

Fan, Jin-Hong, Xin Liu, and Lu-ming Ma. "EDTA enhanced degradation of 4-bromophenol by Al0–Fe0–O2 system." Chemical Engineering Journal 263 (March 2015): 71–82. http://dx.doi.org/10.1016/j.cej.2014.10.082.

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27

Yang, Sui-Qin, Yu-Hong Cui, Ya-Yue Liu, Zheng-Qian Liu, and Xue-Yan Li. "Electrochemical generation of persulfate and its performance on 4-bromophenol treatment." Separation and Purification Technology 207 (December 2018): 461–69. http://dx.doi.org/10.1016/j.seppur.2018.06.071.

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28

Lertratanangkoon, K., E. C. Horning, and M. G. Horning. "Conversion of bromobenzene to 3-bromophenol. A route to 3- and 4-bromophenol through sulfur-series intermediates derived from the 3,4-oxide." Drug Metabolism and Disposition 15, no. 6 (1987): 857–67. https://doi.org/10.1016/s0090-9556(25)06851-5.

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29

Yazidi, Amira, Lotfi Sellaoui, Michael Badawi, et al. "Physicochemical interpretation of the adsorption of 4-Bromophenol and 4-Chloroaniline on an activated carbon." Journal of Environmental Chemical Engineering 8, no. 6 (2020): 104542. http://dx.doi.org/10.1016/j.jece.2020.104542.

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30

Lokteva, Ekaterina S., Vera V. Shishova, Nikolay N. Tolkachev, et al. "Hydrodehalogenation of 4-chlorophenol and 4-bromophenol over Pd–Fe/Al2O3: influence of catalyst reduction conditions." Mendeleev Communications 32, no. 2 (2022): 249–52. http://dx.doi.org/10.1016/j.mencom.2022.03.032.

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31

Zhao, Jing, and Stefan Franzen. "Kinetic Study of the Inhibition Mechanism of Dehaloperoxidase-Hemoglobin A by 4-Bromophenol." Journal of Physical Chemistry B 117, no. 28 (2013): 8301–9. http://dx.doi.org/10.1021/jp3116353.

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32

Hong, Yong, and Wei Liu. "Crystal structure of (E)-2-(1-((2-aminophenyl)imino)ethyl)-4-bromophenol, C14H13BrN2O." Zeitschrift für Kristallographie - New Crystal Structures 233, no. 4 (2018): 725–26. http://dx.doi.org/10.1515/ncrs-2018-0070.

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33

Xie, Bihuang, Xuchun Li, Xianfeng Huang, Zhe Xu, Weiming Zhang, and Bingcai Pan. "Enhanced debromination of 4-bromophenol by the UV/sulfite process: Efficiency and mechanism." Journal of Environmental Sciences 54 (April 2017): 231–38. http://dx.doi.org/10.1016/j.jes.2016.02.001.

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34

An Huan, 安桓, 闫好奎 Yan Haokui, 向梅 Xiang Mei, 布玛丽亚·阿布力米提 Abulimiti Bumaliya, 王兴晨 Wang Xingchen та 郑敬严 Zheng Jingyan. "外电场下4-溴苯酚的分子结构和解离特性". Laser & Optoelectronics Progress 59, № 3 (2022): 0302001. http://dx.doi.org/10.3788/lop202259.0302001.

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35

Plaza-Garrido, Marina, M. Carmen Salinas-Garcia, Daniel Alba-Elena, Jose C. Martínez, and Ana Camara-Artigas. "Lysozyme crystals dyed with bromophenol blue: where has the dye gone?" Acta Crystallographica Section D Structural Biology 76, no. 9 (2020): 845–56. http://dx.doi.org/10.1107/s2059798320008803.

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Protein crystals can easily be coloured by adding dyes to their mother liquor, but most structures of these protein–dye complexes remain unsolved. Here, structures of lysozyme in complex with bromophenol blue obtained by soaking orthorhombic and tetragonal crystals in a saturated solution of the dye at different pH values from 5.0 to 7.5 are reported. Two different binding sites can be found in the lysozyme–bromophenol blue crystals: binding site I is located near the amino- and carboxyl-termini, while binding site II is located adjacent to helices α1 (residues 4–15) and α3 (residues 88–100).
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36

Ouari, Kamel. "Crystal structure of 4-bromo-2-(1H-imidazo[4,5-b]pyridin-2-yl)phenol." Acta Crystallographica Section E Crystallographic Communications 71, no. 12 (2015): o991—o992. http://dx.doi.org/10.1107/s2056989015022197.

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In the title compound, C12H8BrN3O, the 4-bromophenol ring is coplanar with the planar imidazo[4,5-b]pyridine moiety (r.m.s deviation = 0.015 Å), making a dihedral angle of 1.8 (2)°. There is an intramolecular O—H...N hydrogen bond forming anS(6) ring motif. In the crystal, molecules are linkedviaN—H...N and O—H...Br hydrogen bonds, forming undulating sheets parallel to (10-2). The sheets are linked by π–π interactions [inter-centroid distance = 3.7680 (17) Å], involving inversion-related molecules, forming a three-dimensional structure.
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37

Hanazawa, Kimi, Moemi Toritsuka, and Naoyuki Morita. "Effects ofAdding Hydrotalcite with Different Compositional Ratios in the Pyrolysis Treatment of Brominated Plastics." International Journal of Chemical Engineering and Applications 12, no. 1 (2021): 7–11. http://dx.doi.org/10.18178/ijcea.2021.12.1.788.

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In recent years, chemical recycling technologies related to the pyrolysis of plastics into fuels have received increasing attention under the circular economy agenda with respect to resource depletion. Herein, a method is presented to reduce halogen compounds in the product oil derived from the pyrolysis of polystyrene with tetrabromobisphenol A. Analysis was undertaken to identify the bromine compounds present in the residue after the pyrolysis treatment. Pyrolysis was conducted in the presence of hydrotalcites as a function of the Mg and Al additive composition ratio (type 1; KW-1000 and typ
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38

Lovell, CR, CC Steward, and T. Phillips. "Activity of marine sediment bacterial communities exposed to 4-bromophenol, a polychaete secondary metabolite." Marine Ecology Progress Series 179 (1999): 241–46. http://dx.doi.org/10.3354/meps179241.

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39

Motoda, Takashi, Masao Onda, and Ichiro Yamaguchi. "BARRIER TO INTERNAL ROTATION OF 4-BROMOPHENOL BY MICROWAVE SPECTRUM AND AB INITIO CALCULATION." Chemistry Letters 15, no. 1 (1986): 57–60. http://dx.doi.org/10.1246/cl.1986.57.

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40

Kuder, Tomasz, Anat Bernstein, and Faina Gelman. "Derivatization-free method for compound-specific isotope analysis of nonexchangeable hydrogen of 4-bromophenol." Rapid Communications in Mass Spectrometry 33, no. 7 (2019): 667–77. http://dx.doi.org/10.1002/rcm.8361.

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41

Sokolenko*, V. A., N. M. Svirskaya, I. V. Peterson, and A. I. Rubailo. "Improved Synthesis of 2-(1-Adamantyl)-4-bromophenol and 2-(1-Adamantyl)-4-bromoanisole, Intermediates in Adapalene Synthesis." Pharmaceutical Chemistry Journal 47, no. 4 (2013): 217–18. http://dx.doi.org/10.1007/s11094-013-0931-4.

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42

Dankovic, David A., and Ruth E. Billings. "The role of 4-bromophenol and 4-bromocatechol in bromobenzene covalent binding and toxicity in isolated rat hepatocytes." Toxicology and Applied Pharmacology 79, no. 2 (1985): 323–31. http://dx.doi.org/10.1016/0041-008x(85)90354-0.

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43

El-Lateef, Hany, Mai Khalaf, Mohamed Shehata, and Ahmed Abu-Dief. "Fabrication, DFT Calculation, and Molecular Docking of Two Fe(III) Imine Chelates as Anti-COVID-19 and Pharmaceutical Drug Candidate." International Journal of Molecular Sciences 23, no. 7 (2022): 3994. http://dx.doi.org/10.3390/ijms23073994.

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Two tetradentate dibasic chelating Schiff base iron (III) chelates were prepared from the reaction of 2,2′-((1E,1′E)-(1,2-phenylenebis(azanylylidene))bis(methanylylidene))bis(4-bromophenol) (PDBS) and 2,2′-((1E,1′E)-((4-chloro-1,2-phenylene)bis(azanylylidene))-bis(methanylylidene))bis(4-bromophenol) (CPBS) with Fe3+ ions. The prepared complexes were fully characterized with spectral and physicochemical tools such as IR, NMR, CHN analysis, TGA, UV-visible spectra, and magnetic moment measurements. Moreover, geometry optimizations for the synthesized ligands and complexes were conducted using th
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44

Durand, Anne-Pascale, Robert G. Brown, David Worrall, and Francis Wilkinson. "Study of the aqueous photochemistry of 4-fluorophenol, 4-bromophenol and 4-iodophenol by steady state and nanosecond laser flash photolysis." Journal of the Chemical Society, Perkin Transactions 2, no. 2 (1998): 365–70. http://dx.doi.org/10.1039/a705287a.

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45

Tee, Oswald S., and N. Rani Iyengar. "Kinetics and mechanism of the bromination of phenols in aqueous solution. Evidence of general base catalysis of bromine attack." Canadian Journal of Chemistry 68, no. 10 (1990): 1769–73. http://dx.doi.org/10.1139/v90-275.

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The reactions of bromine with phenol, 4-bromophenol, and 4-methylphenol (p-cresol) in aqueous solution are catalyzed by carboxylate anions, confirming the suggestions of earlier work. The results are consistent with deprotonation of the phenol hydroxyl group by a general base occurring at more or less the same time as electrophilic attack by molecular bromine. Possible origins of the general base catalysis are discussed. Combined with earlier results, the present findings suggest that a protonated cyclohexadienone is not a mandatory intermediate in phenol bromination; it can be avoided in both
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46

Ahn, Young-Beom, Sung-Keun Rhee, Donna E. Fennell, Lee J. Kerkhof, Ute Hentschel, and Max M. Häggblom. "Reductive Dehalogenation of Brominated Phenolic Compounds by Microorganisms Associated with the Marine Sponge Aplysina aerophoba." Applied and Environmental Microbiology 69, no. 7 (2003): 4159–66. http://dx.doi.org/10.1128/aem.69.7.4159-4166.2003.

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ABSTRACT Marine sponges are natural sources of brominated organic compounds, including bromoindoles, bromophenols, and bromopyrroles, that may comprise up to 12% of the sponge dry weight. Aplysina aerophoba sponges harbor large numbers of bacteria that can amount to 40% of the biomass of the animal. We postulated that there might be mechanisms for microbially mediated degradation of these halogenated chemicals within the sponges. The capability of anaerobic microorganisms associated with the marine sponge to transform haloaromatic compounds was tested under different electron-accepting conditi
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47

Rivera, Augusto, Jicli José' Rojas, Jaime Ríos-Motta, and Michael Bolte. "Crystal structure of 1,2-bis(6-bromo-3,4-dihydro-2H-benz[e][1,3]oxazin-3-yl)ethane: a bromine-containing bis-benzoxazine." Acta Crystallographica Section E Crystallographic Communications 72, no. 11 (2016): 1645–47. http://dx.doi.org/10.1107/s2056989016016509.

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The title benzoxazine molecule, C18H18Br2N2O2, was prepared by a Mannich-type reaction of 4-bromophenol with ethane-1,2-diamine and formaldehyde. The title compound crystallizes in the monoclinic space groupC2/cwith a centre of inversion located at the mid-point of the C—C bond of the central CH2CH2spacer. The oxazinic ring adopts a half-chair conformation. The structure is compared to those of other functionalized benzoxazines synthesized in our laboratory. In the crystal, weak C—H...Br and C—H...O hydrogen bonds stack the molecules along theb-axis direction.
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48

Schilf, Wojciech, Anna Szady-Chelmieniecka, Eugeniusz Grech, Piotr Przybylski, and Bogumil Brzezinski. "Spectroscopic studies of new Schiff and Schiff–Mannich bases of ortho-derivatives of 4-bromophenol." Journal of Molecular Structure 643, no. 1-3 (2002): 115–21. http://dx.doi.org/10.1016/s0022-2860(02)00412-x.

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49

Sahoo, Naresh Kumar, Pranab Kumar Ghosh, and Kannan Pakshirajan. "Biodegradation of 4-bromophenol by Arthrobacter chlorophenolicus A6T in a newly designed packed bed reactor." Journal of Bioscience and Bioengineering 115, no. 2 (2013): 182–88. http://dx.doi.org/10.1016/j.jbiosc.2012.09.001.

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50

Volkov, V. E., I. Yu Danikov, and L. N. Golosova. "Raman-scattering study of phase transitions in pentachloro-2,4,6-tribromophenol and 2,6-dichloro-4-bromophenol." Journal of Structural Chemistry 28, no. 1 (1987): 124–26. http://dx.doi.org/10.1007/bf00749559.

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