ETHYL 4-(TRIFLUOROMETHYL)CINNAMATE

Base Information

• Chemical Name: ETHYL 4-(TRIFLUOROMETHYL)CINNAMATE
• CAS No.: 128408-03-7
• Molecular Formula: C₁₂H₁₁F₃O₂
• Molecular Weight: 244.213
• Mol file: 128408-03-7.mol

Synonyms:

Chemical Property of ETHYL 4-(TRIFLUOROMETHYL)CINNAMATE

Chemical Property:

• Melting Point: 31-33 °C
• Boiling Point: 274.7±35.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.218±0.06 g/cm3(Predicted)
• LogP: 0.00000

Purity/Quality:

(E)-ETHYL 3-(4-(TRIFLUOROMETHYL)PHENYL)ACRYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ETHYL 4-(TRIFLUOROMETHYL)CINNAMATE

There total 23 articles about ETHYL 4-(TRIFLUOROMETHYL)CINNAMATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

4-Trifluoromethylbenzaldehyde (455-19-6) + diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) → ethyl (E)-4-trifluoromethylcinnamate (101466-85-7,128408-03-7)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

4-Trifluoromethylbenzaldehyde; In tetrahydrofuran; at 0 - 25 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.bmc.2021.116299

Reference yield: 98.0%

ethanol (64-17-5) + 3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid (2062-26-2,87212-84-8,16642-92-5) → ethyl (E)-4-trifluoromethylcinnamate (101466-85-7,128408-03-7)

Guidance literature:

With sulfuric acid; In water; at 82 ℃; for 22h; Reagent/catalyst;

DOI:10.1016/j.tet.2020.131873

Reference yield: 98.0%

4-Iodobenzotrifluoride (455-13-0) + ethyl acrylate (140-88-5,9003-32-1) → ethyl (E)-4-trifluoromethylcinnamate (101466-85-7,128408-03-7)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; In acetonitrile; at 80 ℃; for 48h;

DOI:10.1016/0040-4039(96)01608-5

upstream raw materials:

4-Iodobenzotrifluoride

ethyl acrylate

4-Trifluoromethylbenzaldehyde

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

trans-ethyl 3-(4-trifluoromethylphenyl)oxirane-2-carboxylate

ethyl 2-(4-(trifluoromethyl)phenyl)cyclopropanecarboxylate

2-methyl-4-(4-(trifluoromethyl)phenyl)butan-2-ol

(S)-ethyl 3-phenyl-3-(4-(trifluoromethyl)phenyl)propanoate

Refernces

• 1、 Suárez-Escobedo, Laura,Gotor-Fernández, Vicente. "Solvent role in the lipase-catalysed esterification of cinnamic acid and derivatives. Optimisation of the biotransformation conditions". . . Retrieved 2021/02/05.
• 2、 Abramov, Alex,Reiser, Oliver,Díaz Díaz, David. "Effect of Reaction Media on Photosensitized [2+2]-Cycloaddition of Cinnamates". . p. 649 - 656. Retrieved 2020/05/25.