ETHYL 4,4,4-TRIFLUORO-3-(TRIFLUOROMETHYL)CROTONATE

Base Information

• Chemical Name: ETHYL 4,4,4-TRIFLUORO-3-(TRIFLUOROMETHYL)CROTONATE
• CAS No.: 1513-60-6
• Molecular Formula: C7H6F6O2
• Molecular Weight: 236.114
• Hs Code.: 2916190090
• Mol file: 1513-60-6.mol

Synonyms:Crotonicacid, 4,4,4-trifluoro-3-(trifluoromethyl)-, ethyl ester (6CI,7CI,8CI);Ethyl4,4,4-trifluoro-3-trifluoromethyl crotonate;Ethyl b,b-bis(trifluoromethyl)acrylate;ETHYL 4,4,4-Trifluoro-3-(trifluoromethyl) crotonate;

Chemical Property of ETHYL 4,4,4-TRIFLUORO-3-(TRIFLUOROMETHYL)CROTONATE

Chemical Property:

• Vapor Pressure: 5.69mmHg at 25°C
• Refractive Index: 1.341
• Boiling Point: 178.708 °C at 760 mmHg
• Flash Point: 45.357 °C
• PSA: 26.30000
• Density: 1.359 g/cm³
• LogP: 2.60050

Purity/Quality:

99%, ^*data from raw suppliers

4,4,4-trifluoro-3-(trifluoromethyl)-2-butenoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,4,4-trifluoro-3-(trifluoromethyl)-2-butenoic Acid Ethyl Ester is an intermediate used to prepare[hexafluorovalyl1,?1'']?gramicidin S. It has also been used in the synthesis of β-?trifluoromethyl α-?amino acids.

Technology Process of ETHYL 4,4,4-TRIFLUORO-3-(TRIFLUOROMETHYL)CROTONATE

There total 9 articles about ETHYL 4,4,4-TRIFLUORO-3-(TRIFLUOROMETHYL)CROTONATE 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: 84.0%

Hexafluoroacetone (684-16-2) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl 4,4,4-trifluoro-3-(trifluoromethyl)crotonate (1513-60-6)

Guidance literature:

In diethyl ether; at -78.1 - 19.9 ℃;

DOI:10.1246/bcsj.69.1383

Reference yield: 56.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + Hexafluoroacetone (684-16-2) → ethyl 4,4,4-trifluoro-3-(trifluoromethyl)crotonate (1513-60-6)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; 1) 50 deg C, 12 h, 2) 110 deg C, 2 h;

Reference yield: 50.0%

4-ethoxy-1,1,1-trifluoro-2-(trifluoromethyl)-3-butyn-2-ol (83740-44-7) → ethyl 4,4,4-trifluoro-3-(trifluoromethyl)crotonate (1513-60-6)

Guidance literature:

With boron trifluoride diethyl etherate; at 20 ℃; for 48h;

upstream raw materials:

ethanol

(4,4,4)-trifluoro-3-(trifluoromethyl)but-2-enoic acid

1,1,1-trifluoro-2-hydroxy-2-(trifluoromethyl)-4-butanoic acid ethyl ester

1,1-Diethoxy-4,4,4-trifluor-3-(trifluormethyl)-1,2-butadien

Downstream raw materials:

DL-Hfv-OEt

(3R*,4R*)-2-benzyl-3,4-diethoxycarbonyl-5,5-bis(trifluoromethyl)isoxazolidine

(3R*,4S*)-2-benzyl-3,4-diethoxycarbonyl-5,5-bis(trifluoromethyl)isoxazolidine

ethyl 4,4,4-trifluoro-3-(trifluoromethyl)butyrate

Refernces

• 1、 Arai, Toru,Imachi, Takashi,Kato, Tamaki,Ogawa, H. Iyehara,Fujimoto, Tsutomu,Nishino, Norikazu. "Synthesis of [Hexafluorovalyl1,1′]gramicidin S". . p. 1383 - 1389. Retrieved 2007/10/03.
• 2、 Zaitseva, G. S.,Livantsova, L. I.,Orlova, N. A.,Baukov, Yu. I.,Lutsenko, I. F.. "1,1-DISUBSTITUTED O-SILYL AND O-GERMYL 3-ETHOXY-2-PROPYN-1-OLS: THERMAL DECOMPOSITION AND ISOMERIZATION INTO ETHYL 2-HETEROELEMENT-SUBSTITUTED ACRYLATES". . p. 1847 - 1854. Retrieved 2007/10/02.