Methyl 3,3-difluoroacrylate

Base Information

• Chemical Name: Methyl 3,3-difluoroacrylate
• CAS No.: 406-05-3
• Molecular Formula: C4H4 F2 O2
• Molecular Weight: 122.07
• Hs Code.: 2916190090
• European Community (EC) Number: 816-374-0
• DSSTox Substance ID: DTXSID90507275
• Mol file: 406-05-3.mol

Synonyms:Methyl 3,3-difluoroacrylate;406-05-3;methyl 3,3-difluoroprop-2-enoate;Methyl3,3-difluoroacrylate;SCHEMBL4167979;DTXSID90507275;WBCCJQXKXZNHFB-UHFFFAOYSA-N;MFCD07772050;FT-0749996;A825193

Chemical Property of Methyl 3,3-difluoroacrylate

Chemical Property:

• Vapor Pressure: 129mmHg at 25°C
• Refractive Index: 1.359
• Boiling Point: 70.5°Cat760mmHg
• Flash Point: °C
• PSA: 26.30000
• Density: 1.192g/cm³
• LogP: 0.93980
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 122.01793569
• Heavy Atom Count: 8
• Complexity: 115

Purity/Quality:

97% ^*data from raw suppliers

Methyl3,3-Difluoroacrylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,F

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C=C(F)F

Technology Process of Methyl 3,3-difluoroacrylate

There total 4 articles about Methyl 3,3-difluoroacrylate 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: 55.0%

methyl 2-bromo-3,3,3-trifluoropropanoate (113816-36-7) → methyl β,β-difluoroacrylate (406-05-3)

Guidance literature:

With iodine; zinc; In 1,4-dioxane; Ambient temperature;

DOI:10.1246/cl.1987.1971

Reference yield:

methyl 2,3-dichloro-3,3-difluoropropanoate (86011-99-6) → methyl β,β-difluoroacrylate (406-05-3)

Guidance literature:

With diethylene glycol dimethyl ether; acetic acid; zinc; at 80 - 95 ℃; Yield given;

DOI:10.1016/S0022-1139(00)84978-7

Reference yield:

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + methyl 3,3,3-trifluoropropionate (18830-44-9) → methyl β,β-difluoroacrylate (406-05-3)

Guidance literature:

With triethylamine; Multistep reaction; 1.) dichloromethane, room temperature, 18 h; 2.) thermolysis over 50 deg C;

DOI:10.1016/0040-4039(84)80047-7

upstream raw materials:

3,3,3-trifluoro-2-iodo-propionic acid methyl ester

trimethylsilyl trifluoromethanesulfonate

methyl 3,3,3-trifluoropropionate

methyl 2,3-dichloro-3,3-difluoropropanoate

Downstream raw materials:

methyl 2,3-dibromo-3,3-difluoropropanoate