Ethyl 3-(trifluoromethyl)crotonate

Base Information

• Chemical Name: Ethyl 3-(trifluoromethyl)crotonate
• CAS No.: 24490-03-7
• Molecular Formula: C₇H₉F₃O₂
• Molecular Weight: 182.142
• Hs Code.: 2916190090
• European Community (EC) Number: 670-522-7
• NSC Number: 379425
• Nikkaji Number: J553.691J
• Wikidata: Q76311968
• Mol file: 24490-03-7.mol

Synonyms:Ethyl 3-(trifluoromethyl)crotonate;24490-03-7;ethyl 4,4,4-trifluoro-3-methylbut-2-enoate;ethyl (E)-4,4,4-trifluoro-3-methylbut-2-enoate;691-77-0;(E)-ethyl 4,4,4-trifluoro-3-methylbut-2-enoate;2-Butenoic acid, 4,4,4-trifluoro-3-methyl-, ethyl ester, (E)-;MFCD00040846;NSC379425;ethyl (2E)-4,4,4-trifluoro-3-methylbut-2-enoate;SCHEMBL1017537;2-Butenoic acid, 4,4,4-trifluoro-3-methyl-, ethyl ester;OSZLARYVWBUKTG-SNAWJCMRSA-N;BBL100393;STL554187;AKOS005254479;AKOS037646649;NSC-379425;ETHYL3-(TRIFLUOROMETHYL)CROTONATE;AS-70035;Ethyl 3-(trifluoromethyl)crotonate, cis + trans;(E)-3-(Trifluoromethyl)-2-butenoic acid ethyl ester

Chemical Property of Ethyl 3-(trifluoromethyl)crotonate

Chemical Property:

• Appearance/Colour: clear, colorless liquid
• Vapor Pressure: 1.46mmHg at 25°C
• Refractive Index: 1.378
• Boiling Point: 170.605 °C at 760 mmHg
• Flash Point: 45.666 °C
• PSA: 26.30000
• Density: 1.157 g/cm³
• LogP: 2.05810
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 182.05546401
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 3-(trifluoromethyl)-2-butenoate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 10-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=C(C)C(F)(F)F
• Isomeric SMILES: CCOC(=O)/C=C(\C)/C(F)(F)F

Technology Process of Ethyl 3-(trifluoromethyl)crotonate

There total 5 articles about Ethyl 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: 70.0%

1,1,1-trifluoro-2-propanone (421-50-1) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → 4,4,4-Trifluor-3-methyl-2-butensaeure-ethylester (64750-89-6,691-77-0,24490-03-7)

Guidance literature:

In dichloromethane; at 0 ℃;

DOI:10.1016/j.jfluchem.2009.11.014

Reference yield: 17.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 1,1,1-trifluoro-2-propanone (421-50-1) → 4,4,4-Trifluor-3-methyl-2-butensaeure-ethylester (64750-89-6,691-77-0,24490-03-7)

Guidance literature:

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

Reference yield:

4,4,4-Trifluor-3-hydroxy-3-methyl-butansaeure-(1)-ethylester (649-67-2) → 4,4,4-Trifluor-3-methyl-2-butensaeure-ethylester (64750-89-6,691-77-0,24490-03-7)

Guidance literature:

With phosphorus pentoxide; at 100 - 200 ℃;

DOI:10.1021/ja00875a023

upstream raw materials:

ethanol

3-methyl-4,4,4-trifluoro-2-butenoic acid

4,4,4-Trifluor-3-hydroxy-3-methyl-butansaeure-⁽¹⁾-ethylester

1,1,1-trifluoro-2-propanone

Refernces

• 1、 Gerus, Igor I.,Mironets, Roman V.,Shaitanova, Elena N.,Kukhar, Valery P.. "Synthesis of new β-trifluoromethyl containing GABA and β-fluoromethyl containing N-benzylpyrrolidinones". scheme or table. p. 224 - 228. Retrieved 2010/04/30.
• 2、 Abele, Herbert,Haas, Alois,Lieb, Max. "Efforts in Synthesizing α,β-Unsaturated Trifluoromethyl-substituted Aldehydes". . p. 3502 - 3506. Retrieved 2007/10/02.