4,4,4-Trifluorocrotonic acid

Base Information

• Chemical Name: 4,4,4-Trifluorocrotonic acid
• CAS No.: 406-94-0
• Molecular Formula: C4H3F3O2
• Molecular Weight: 140.062
• European Community (EC) Number: 670-776-9
• DSSTox Substance ID: DTXSID701289701
• Nikkaji Number: J3.080.068K,J2.154.603H
• Wikidata: Q76310778
• Mol file: 406-94-0.mol

Synonyms:4,4,4-Trifluorocrotonic acid;71027-02-6;(E)-4,4,4-trifluorobut-2-enoic acid;4,4,4-trifluorobut-2-enoic acid;406-94-0;(2E)-4,4,4-trifluorobut-2-enoic acid;4,4,4-TRIFLUORO-2-BUTENOIC ACID;MFCD02181180;trifluorocrotonic acid;4,4,4-trifluorobut-2-enoicacid;DTXSID701289701;AMY37157;CS-B1753;BBL101293;STL555089;2-Butenoic acid, 4,4,4-trifluoro-;4,4,4-Trifluorocrotonic acid, 96%;AKOS005063539;AT12713;AT31592;(E)-4,4,4-trifluoro-2-butenoic acid;(2E)-4,4,4-Trifluoro-2-butenoic acid;MS-20194;(E)-4,4,4-tris(fluoranyl)but-2-enoic acid;D77314;EN300-305521;A837053;J-513969

Chemical Property of 4,4,4-Trifluorocrotonic acid

Chemical Property:

• Vapor Pressure: 0.0959mmHg at 25°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 140.00851382
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,4,4-Trifluorocrotonic acid

There total 7 articles about 4,4,4-Trifluorocrotonic acid 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:

ethyl 3-hydroxy-4,4,4-trifluorobutyrate (372-30-5) → (E)-4,4,4-trifluorobut-2-enoate (406-94-0) + ethyl 4,4,4-trifluorocrotonate (25597-16-4)

Guidance literature:

at 350 ℃;

DOI:10.1021/ja01109a058

Reference yield:

ethyl 4,4,4-trifluorobut-2-enoate (25597-16-4,91600-34-9,406-10-0) → 4,4,4-trifluorobut-2-enoic acid (406-94-0,130130-81-3,71027-02-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran;

DOI:10.1016/j.jfluchem.2005.04.001

Reference yield:

β-trifluoromethyl-β-propiolactone (6737-19-5) → 4,4,4-trifluorobut-2-enoic acid (406-94-0,130130-81-3,71027-02-6)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In chloroform-d1; at 90 ℃; for 23h; Reagent/catalyst; Sealed tube;

upstream raw materials:

ethyl 3-hydroxy-4,4,4-trifluorobutyrate

rac-4,4,4-trifluoro-3-hydroxybutanoic acid

1,1,1-trichloro-4,4,4-trifluoro-but-2t-ene

sulfuric acid

Downstream raw materials:

(+/-)-trans-6-trifluoromethyl-cyclohex-3-enecarboxylic acid

(+/-)-4-methyl-6t-trifluoromethyl-cyclohex-3-ene-r-carboxylic acid

ethyl 4,4,4-trifluorocrotonate

3-Amino-4,4,4-trifluorbutyramid

Refernces

• 1、 -. "BICYCLIC JAK INHIBITORS AND USES THEREOF". Paragraph 000308. . Retrieved 2020/10/20.