Methyl 4,4,4-trifluorocrotonate

Base Information

• Chemical Name: Methyl 4,4,4-trifluorocrotonate
• CAS No.: 85694-31-1
• Molecular Formula: C5H5F3O2
• Molecular Weight: 154.089
• Hs Code.: 2916190090
• Nikkaji Number: J519.654J
• Mol file: 85694-31-1.mol

Synonyms:methyl 4,4,4-trifluorocrotonate

Chemical Property of Methyl 4,4,4-trifluorocrotonate

Chemical Property:

• Vapor Pressure: 0.000105mmHg at 25°C
• Refractive Index: 1.3635
• Boiling Point: 124 °C at 760 mmHg
• Flash Point: 32.4 °C
• PSA: 26.30000
• Density: 1.237 g/cm³
• LogP: 1.27790
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 154.02416388
• Heavy Atom Count: 10
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

Methyl4,4,4-Trifluorocrotonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 4,4,4-trifluorocrotonate

There total 1 articles about Methyl 4,4,4-trifluorocrotonate 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:

methyl 4,4,4-trifluoroacetoacetate (83643-84-9,488711-09-7) → methyl 4,4,4-trifluoro-2-butenoate (85694-31-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium borohydride / tetrahydrofuran / 5 h / 40 - 65 °C / Inert atmosphere

1.2: 0.5 h / 0 - 20 °C / Inert atmosphere

2.1: zinc(II) sulfate / cyclohexane / 5 h / 80 °C / Inert atmosphere

With potassium borohydride; zinc(II) sulfate; In tetrahydrofuran; cyclohexane;

Reference yield: 65.0%

methyl (S,Z)-4-chloro-N-((2,4,6-triisopropylphenyl)sulfinyl)butanimidate + methyl 4,4,4-trifluoro-2-butenoate (85694-31-1) → methyl (1S,2S,3S)-3-((Z)-methoxy(((S)-(2,4,6-triisopropylphenyl)sulfinyl)imino)methyl)-2-(trifluoromethyl)-cyclopentane-1-carboxylate

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 23 ℃; for 1h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.0c03695

Reference yield: 61.0%

Benzoylformic acid (611-73-4) + methyl 4,4,4-trifluoro-2-butenoate (85694-31-1) → methyl 3-benzoyl-4,4,4-trifluorobutanoate

Guidance literature:

With dipotassium hydrogenphosphate; Ir[2-(2,4-difluorophenyl)-5-trifluoromethylpyridine]₂(1,10-phenantroline)PF₆; In dichloromethane; water; at 20 ℃; for 9h; Schlenk technique; Irradiation;

DOI:10.1021/acs.orglett.5b02392

upstream raw materials:

methyl 4,4,4-trifluoroacetoacetate

Refernces