Academic literature on the topic 'Ethyl crotonate'

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Journal articles on the topic "Ethyl crotonate"

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Imada, Motosuke, Yasumasa Takenaka, Takeharu Tsuge та Hideki Abe. "Copolymers incorporated with β-substituted acrylate synthesized by organo-catalyzed group-transfer polymerization". Polymer Journal 53, № 9 (2021): 989–99. http://dx.doi.org/10.1038/s41428-021-00493-z.

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AbstractVarious copolymers incorporated with β-substituted acrylates, such as alkyl crotonates (e.g., methyl crotonate (MC), ethyl crotonate (EC), isopropyl crotonate (iPC), and n-butyl crotonate (nBC)) and methyl cinnamate (MCin), were synthesized by group-transfer polymerization (GTP) using a silicon-based Lewis acid catalyst. In addition to β-substituted acrylates, α-substituted acrylates (e.g., methyl methacrylate (MMA) and n-butyl methacrylate (nBMA)) were examined as comonomers. Proton nuclear magnetic resonance (1H NMR) spectroscopy and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS) characterizations of the obtained copolymers revealed that each monomer component was incorporated sufficiently. The thermal stabilities of the resulting copolymers were investigated by dynamic mechanical analysis (DMA), indicating that the glass-transition temperature (Tg) of the copolymers can be widely varied over a relatively high-temperature range by selecting the optimal comonomer. More specifically, the Tg values of poly(MC-random-EC) (MC/EC molar ratio = 50/50), poly(MC-random-nBC) (MC/nBC molar ratio = 50/50), poly(MC-random-MCin) (MC/MCin molar ratio = 54/46), and poly(nBC-random-MCin) (nBC/MCin molar ratio = 56/44) were 173, 130, 216, and 167 °C, respectively.
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Lim, Boram, Huisu Yeo, Seunghyo Han, Dabin Kim, Hansuk Lee, and Sangho Koo. "Regioselective De Novo Synthesis of Phenolic Isoprenoids Grifolin and Neogrifolin." Applied Sciences 15, no. 3 (2025): 1438. https://doi.org/10.3390/app15031438.

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The total synthesis of biologically and pharmacologically important phenolic isoprenoids, grifolin and neogrifolin, was developed through simple allylation and cyclization procedures using only ethyl acetoacetate, ethyl crotonate, and farnesyl bromide as substrates. The regioisomeric terpenophenols, which consist solely of orcinol and farnesyl moieties, cannot be synthesized purely by direct coupling between the units. The regioselectivity issue was solved by controlling the timing of the allylation of β-ketoester with farnesyl bromide and the cyclization with ethyl crotonate. 2-Farnesyl-5-methyl-cyclohexane-1,3-dione and 6-farnesyl-5-methyl-cyclohexane-1,3-dione were prepared in a highly regioselective manner from ethyl acetoacetate in overall yields of 43% and 40%, respectively. The oxidative aromatization of the regioisomeric cyclohexane-1,3-diones produced grifolin and neogrifolin, respectively.
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Colomer, Juan P., María B. Blanco, Alicia B. Peñéñory, Ian Barnes, Peter Wiesen, and Mariano A. Teruel. "Arrhenius parameters for the OH-initiated degradation of methyl crotonate, methyl-3,3-dimethyl acrylate, (E)-ethyl tiglate and methyl-3-butenoate over the temperature range of 288–314 K." RSC Advances 6, no. 59 (2016): 53723–29. http://dx.doi.org/10.1039/c6ra10279d.

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The relative-rate technique has been employed to obtain rate coefficients for the reactions of OH radicals with methyl crotonate, methyl-3,3-dimethyl acrylate, (E)-ethyl tiglate and methyl-3-butenoate between 288 and 314 K in 760 Torr of air.
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Černý, Ivan, Vladimír Pouzar, Pavel Drašar, František Tureček та Miroslav Havel. "Steroids with the β-crotonate (2-butenoate) side chain". Collection of Czechoslovak Chemical Communications 51, № 1 (1986): 128–40. http://dx.doi.org/10.1135/cccc19860128.

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Ethyl (20E)-3β-methoxymethoxy-24-nor-5,20(22)-choladien-23-oate (Va) and analogous derivatives with 5α,5β and Δ5,14 steroid moiety (Vb,Vc and Vd, respectively) were prepared by Wittig-Horner reaction of the corresponding ketones IIa-IId with diethyl ethoxycarbonylmethylphosphonate. In this case the reaction affords exclusively the (E)-isomers, in contrast with the Peterson reaction with lithium salt of ethyl 2-(trimethylsilyl)acetate which gives a mixture of (E)- and (Z)-isomers at the Δ20(22) double bond. The structure of the products was confirmed by 1H NMR and 13C NMR spectroscopy. The crotonates Va-Vd were further converted into the 3-O-succinyl derivatives VIIIa-VIIId.
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Zhang, Guo, Xinyue Kang, Mingxiao Xie, et al. "Metabolic engineering of Saccharomyces cerevisiae for the biosynthesis of ethyl crotonate." LWT 168 (October 2022): 113908. http://dx.doi.org/10.1016/j.lwt.2022.113908.

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Teruel, Mariano A., Julio Benitez-Villalba, Norma Caballero, and María B. Blanco. "Gas-Phase Oxidation of Methyl Crotonate and Ethyl Crotonate. Kinetic Study of Their Reactions toward OH Radicals and Cl Atoms." Journal of Physical Chemistry A 116, no. 24 (2012): 6127–33. http://dx.doi.org/10.1021/jp2113889.

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7

HUHTANEN, C. N., H. TRENCHARD, and L. MILNES-McCAFFREY. "Inhibition of Clostridium botulinum in Comminuted Bacon by Short-Chain Alkynoic and Alkenoic Acids and Esters." Journal of Food Protection 48, no. 7 (1985): 570–73. http://dx.doi.org/10.4315/0362-028x-48.7.570.

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Several short-chain alkynoic and aikenoic acids and esters were screened for inhibition of gas production by Clostridium botulinum in cans of comminuted, nitrite-free, temperature-abused bacon. The most active compounds were propiolic (2-propynoic) acid, methyl and ethyl propiolate, 2-propenoic acid, methyl and ethyl propenoate, and mono- and dimethyl and ethyl fumarate. Maleic acid, methylmaleic acid, ethyl maleate, 2-methyl propenoic acid, trans-2-methyl crotonic acid, 3-methyl-2-butenoic acid, 3-methylallyl alcohol, vinyl crotonate, methylmalonic acid, dimethyl glutarate, 2,4-hexadien-1-ol, cis-3-hexenoic acid, 4-pentenoic acid, trans-2-pentenoic acid and ethylidene acetic acid were less active. A more comprehensive study on the inhibition of toxin formation by C. botulinum in comminuted nitrite-free bacon was done by comparing equimolar quantities of some of these compounds with NaNO2 at 120 μg/g and sorbic acid at 9 and 18 mM (0.10 and 0.20%). These studies showed that propiolic acid was more effective than either nitrite or sorbic acid. Compounds in this study less active than nitrite or sorbic acid were 3-methylallyl alcohol, 2,4-hexadien-1-ol, dimethyl glutarate and methylmaleic acid.
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Er, Hui-Teng, David L. Pole, and John Warkentin. "(Alkylthio)- and (phenylthio)methoxycarbenes from oxadiazolines." Canadian Journal of Chemistry 74, no. 8 (1996): 1480–89. http://dx.doi.org/10.1139/v96-165.

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Four 2-methoxy-5,5-dimethyl-Δ3-1,3,4-oxadiazolines bearing an alkylthio or arylthio group at C2 were prepared. The oxadiazolines undergo thermolysis at 60–80 °C in solution to afford the corresponding oxythiocarbene intermediates. In the absence of carbene traps, dimers of the carbenes were formed. The carbenes were trapped with ethyl crotonate, with dichloromaleic anhydride, with dimethyl acetylenedicarboxylate, and with phenyl isocyanate. Phenyl isocyanate traps methoxy(methylthio)carbene to form two types of adducts, both fundamentally different from the product obtained from reaction of dimethoxycarbene with phenyl isocyanate. All of the adducts have structures consistent with nucleophilic behaviour of the carbenes. Key words: oxythiocarbene, oxadiazoline, thermolysis, nucleophilic.
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Keller, Timothy J., and Thorsten Maly. "Overhauser dynamic nuclear polarization (ODNP)-enhanced two-dimensional proton NMR spectroscopy at low magnetic fields." Magnetic Resonance 2, no. 1 (2021): 117–28. http://dx.doi.org/10.5194/mr-2-117-2021.

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Abstract. The majority of low-field Overhauser dynamic nuclear polarization (ODNP) experiments reported so far have been 1D NMR experiments to study molecular dynamics and in particular hydration dynamics. In this work, we demonstrate the application of ODNP-enhanced 2D J-resolved (JRES) spectroscopy to improve spectral resolution beyond the limit imposed by the line broadening introduced by the paramagnetic polarizing agent. Using this approach, we are able to separate the overlapping multiplets of ethyl crotonate into a second dimension and clearly identify each chemical site individually. Crucial to these experiments is interleaved spectral referencing, a method introduced to compensate for temperature-induced field drifts over the course of the NMR acquisition. This method does not require additional hardware such as a field-frequency lock, which is especially challenging when designing compact systems.
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Parthasarathy, V., V. Dhanalakshmi, and R. Anbarasan. "Functionalization of Low Density Polyethylene with Ethyl Crotonate and Ethyl Salicylate in the Presence of Free Radical Initiator: FTIR-RI Kinetics Study." Asian Journal of Chemistry 25, no. 7 (2013): 3755–61. http://dx.doi.org/10.14233/ajchem.2013.13748.

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Book chapters on the topic "Ethyl crotonate"

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Taber, Douglass F. "The Deslongchamps Synthesis of (+)-Cassaine." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0091.

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Although the Na+-K+-ATPase inhibitor (+)-cassaine 4 was isolated from the bark of Erythrophleum guineense in 1935, the structure was not established until 1959. Intriguing features of 4 include the unsaturated amide and the axial secondary methyl group, both pendant to the C ring. Pierre Deslongchamps, now at Université Laval, envisioned (Org. Lett. 2013, 15, 6270) that the relative stereochemistry of the second­ary methyl could be established kinetically by intramolecular Michael addition of the enolate formed by the addition of the anion of 2 to the enone 1 to give 3. The sulfoxide 2 was readily prepared by the addition (Tetrahedron Lett. 1990, 31, 3969) of the anion derived from methyl phenyl sulfoxide to methyl crotonate. The enone 1 was prepared from commercial dihydrocarvone 5. Robinson annula­tion with ethyl vinyl ketone 6 (Tetrahedron 2000, 56, 3409) led to 7, that was reduc­tively methylated, reduced further, and protected to give 8. Oxidative cleavage of the pendant isopropenyl group followed by Baeyer–Villiger oxidation, hydrolysis, and further oxidation gave the ketone 9, that was methoxycarbonylated, then oxidized further to 1. The addition of the anion derived from 2 to 1 presumably gave initially the axial adduct. Subsequent intramolecular Michael addition then proceeded selectively to one face of the residual enone to give, after elimination of the sulfoxide, the enone 3. The anionic cascade annulation that formed the C ring having been accomplished, the ester of 3 was removed by exposure to ethoxide to give 10, having the alkene con­jugated with the B-ring ketone. Selective reduction followed by protection gave 11. In the course of the hydrogenolytic deprotection of the A-ring alcohol, selective hydrogenation of the tetrasubstituted alkene was also observed. Increasing the H2 pressure and extending the reaction time gave complete conversion to the desired 12, the rela­tive configuration of which was established by X-ray crystallography. A series of protection, reduction, and oxidation steps led to the C-ring ketone, that was methoxycarbonylated to give 14. Reduction followed by dehydration gave the unsaturated ester, that was reduced to the saturated ester with Mg in methanol. Reduction followed by oxidation then delivered the aldehyde 15. After some investi­gation, it was found that the aldehyde could be converted to the desired enol triflate by exposure to KHMDS and the Comins reagent.
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Conference papers on the topic "Ethyl crotonate"

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Gharib, Ali, Manouchehr Jahangir, and Mina Roshani. "Catalytic Synthesis of Ethyl ß-arylamino Crotonates and 2-methyl-4-quinolone using Preyssler Heteropolyacid, H14[NaP5W30O110] and its supported as Catalysts." In The 12th International Electronic Conference on Synthetic Organic Chemistry. MDPI, 2008. http://dx.doi.org/10.3390/ecsoc-12-01213.

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