Methyl 2,2-difluoropropanoate

Base Information

• Chemical Name: Methyl 2,2-difluoropropanoate
• CAS No.: 38650-84-9
• Molecular Formula: C₄H₆F₂O₂
• Molecular Weight: 124.087
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID30576400
• Wikidata: Q82466070
• Mol file: 38650-84-9.mol

Synonyms:methyl 2,2-difluoropropanoate;38650-84-9;Methyl 2,2-difluoropropionate;Propanoic acid, 2,2-difluoro-, methyl ester;methyl2,2-difluoropropanoate;SCHEMBL135961;DTXSID30576400;RWBWZPDOQVNCHU-UHFFFAOYSA-N;MFCD20489374;AKOS028108859;AS-75558;CS-0308305;EN300-114585;Y13523

Chemical Property of Methyl 2,2-difluoropropanoate

Chemical Property:

• Boiling Point: 68.3±25.0 °C(Predicted)
• Density: 1.138±0.06 g/cm3(Predicted)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 124.03358575
• Heavy Atom Count: 8
• Complexity: 100

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl2,2-Difluoropropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)OC)(F)F

Technology Process of Methyl 2,2-difluoropropanoate

There total 4 articles about Methyl 2,2-difluoropropanoate 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: 73.0%

methyl α-bromo-α-fluoropropionate → methyl 2-fluoroprop-2-enoate (2343-89-7) + methyl 2,2-difluoropropionate (38650-84-9)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; hydrogen fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 50 ℃; for 48h; Solvent; Temperature; Reagent/catalyst; Cooling with ice;

Reference yield: 70.0%

methyl α-bromo-α-fluoropropionate → methyl 2-fluoroprop-2-enoate (2343-89-7) + 2,2-difluoropropanoic acid (373-96-6) + methyl 2,2-difluoropropionate (38650-84-9)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; hydrogen fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 50 ℃; for 72h; Reagent/catalyst; Solvent; Temperature; Cooling with ice;

Reference yield: 44.0%

methyl 2,2-difluoro-3-iodopropanoate (1319011-33-0) + [1-(4-methoxyphenyl)vinyloxy]trimethylsilane (55991-65-6) → methyl 2,2-difluoropropionate (38650-84-9) + methyl 2,2-difluoro-5-(4-methoxyphenyl)-5-oxopentanoate (1319011-42-1)

Guidance literature:

With sodium dithionite; sodium hydrogencarbonate; In water; N,N-dimethyl-formamide; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1039/c1ob05545c

upstream raw materials:

methyl 2,2-difluoro-3-iodopropanoate

[1-(4-methoxyphenyl)vinyloxy]trimethylsilane

Downstream raw materials:

4,4-difluoro-3-oxo-pentanoic acid ethyl ester

ethyl acetoacetate

2,2-difluoropropan-1-ol

Refernces

• 1、 Yamada, Shigeyuki,Kato, Masahiro,Komori, Yudai,Konno, Tsutomu,Ishihara, Takashi. "Easy access to CF2-containing molecules based on the reaction of 2,2,3,3-tetrafluorooxetane with various nucleophiles". experimental part. p. 5493 - 5502. Retrieved 2011/08/10.