Methyl Bromodifluoroacetate

Base Information

• Chemical Name: Methyl Bromodifluoroacetate
• CAS No.: 683-98-7
• Molecular Formula: C3H3 Br F2 O2
• Molecular Weight: 188.956
• Hs Code.: 2915900090
• European Community (EC) Number: 677-562-4
• DSSTox Substance ID: DTXSID60382591
• Nikkaji Number: J666.976J
• Wikidata: Q82173952
• Mol file: 683-98-7.mol

Synonyms:Methyl Bromodifluoroacetate;683-98-7;methyl 2-bromo-2,2-difluoroacetate;methyl bromo(difluoro)acetate;Bromodifluoroacetic Acid Methyl Ester;MFCD06248118;methyl-bromodifluoroacetate;Acetic acid, bromodifluoro-, methyl ester;SCHEMBL543581;DTXSID60382591;bromo-difluoroacetic acid methylester;BBL101974;STL555771;AKOS006228821;AS-47874;CS-0121434;FT-0677374;M2020;F16563

Chemical Property of Methyl Bromodifluoroacetate

Chemical Property:

• Vapor Pressure: 64.1mmHg at 25°C
• Refractive Index: 1.3880 (589.3 nm 23℃)
• Boiling Point: 87.3°C at 760 mmHg
• Flash Point: 6.6°C
• PSA: 26.30000
• Density: 1.788g/cm³
• LogP: 1.14710
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 187.92845
• Heavy Atom Count: 8
• Complexity: 104

Purity/Quality:

99.5% ^*data from raw suppliers

Methyl bromodifluoroacetate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(F)(F)Br

Technology Process of Methyl Bromodifluoroacetate

There total 12 articles about Methyl Bromodifluoroacetate 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: 79.0%

poly-{(methyl difluoroacetate)copper} (123771-68-6) + benzyl bromide (100-39-0) → methyl bromodifluoroacetate (683-98-7) + Methyl 2,2-difluoro-3-phenylpropanoate (109872-99-3)

Guidance literature:

In dimethyl sulfoxide; BrCF2COOMe is not detected, but unknown fluorine-containing product is also formed.; monitored by (19)F-NMR.;

DOI:10.1246/cl.1989.389

Reference yield: 62.0%

poly-{(methyl difluoroacetate)copper} (123771-68-6) + 4-bromo-trans-crotonic acid ethyl ester (37746-78-4) → methyl bromodifluoroacetate (683-98-7) + (E)-5,5-Difluoro-hex-2-enedioic acid 1-ethyl ester 6-methyl ester (123613-41-2)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; BrCF2COOCH3 is not detected in the react. mixt.; monitored by (19)F-NMR;

DOI:10.1246/cl.1989.389

Reference yield: 35.0%

methanol (67-56-1) + 1,1-difluoro-2,2-diphenylthioethylene (124745-25-1) → methyl bromodifluoroacetate (683-98-7)

Guidance literature:

With bromine; Heating;

DOI:10.1016/S0022-1139(00)80490-X

upstream raw materials:

methyl tribromoacetate

methanol

1,1-dibromo-2,2-difluoroethylene

Methyl formate

Downstream raw materials:

1-Benzyl-3,3-difluoro-4-((E)-propenyl)-azetidin-2-one

(E)/(Z)-1-bromo-1-heptene

(E)-2,2-Difluoro-non-3-enoic acid methyl ester

3,3-Difluoro-4-phenyl-1-((S)-1-phenyl-ethyl)-azetidin-2-one

Refernces

• 1、 Yang, Jin,Sun, Bin,Ding, Hao,Huang, Pan-Yi,Tang, Xiao-Li,Shi, Rong-Cheng,Yan, Zhi-Yang,Yu, Chuan-Ming,Jin, Can. "Photo-triggered self-catalyzed fluoroalkylation/cyclization of unactivated alkenes: Synthesis of quinazolinones containing the CF2R group". supporting information. p. 575 - 581. Retrieved 2021/01/28.
• 2、 Purrington, Suzanne T.,Sheu, Kuen-Wanq. "Electrophilic addition reactions of 1,1-difluoro-2,2-diphenylthioethylene". . p. 165 - 168. Retrieved 2007/10/02.