Ethyl difluoro(trimethylsilyl)acetate

Base Information

• Chemical Name: Ethyl difluoro(trimethylsilyl)acetate
• CAS No.: 205865-67-4
• Molecular Formula: C7H14F2O2Si
• Molecular Weight: 196.269
• Hs Code.: 2915390090
• European Community (EC) Number: 801-542-8
• DSSTox Substance ID: DTXSID10374562
• Nikkaji Number: J1.236.297H
• Wikidata: Q82163176
• Mol file: 205865-67-4.mol

Synonyms:205865-67-4;ETHYL DIFLUORO(TRIMETHYLSILYL)ACETATE;Ethyl trimethylsilyldifluoroacetate;ethyl 2,2-difluoro-2-(trimethylsilyl)acetate;ethyl 2,2-difluoro-2-trimethylsilylacetate;Ethyl(trimethylsilyl)difluoroacetate;MFCD04973092;2,2-difluoro-2-(trimethylsilyl)acetic acid ethyl ester;C7H14F2O2Si;SCHEMBL8055619;AMY6906;DTXSID10374562;BBL101711;STL555508;AKOS006295443;FS-5715;SY063716;Trimethylsilyldifluoroacetic acid ethyl ester;E1314;ethyl2,2-difluoro-2-(trimethylsilyl)acetate;difluorotrimethylsilanylacetic acid ethyl ester;Ethyl 2,2-difluoro-2-(trimethylsilanyl)acetate;F12531

Chemical Property of Ethyl difluoro(trimethylsilyl)acetate

Chemical Property:

• Refractive Index: 1.3930 to 1.3970
• Boiling Point: 55°C/20mmHg(lit.)
• PSA: 26.30000
• Density: 1.010±0.06 g/cm3(Predicted)
• LogP: 2.48210
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.07311254
• Heavy Atom Count: 12
• Complexity: 175

Purity/Quality:

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

Ethyl 2,2-Difluoro-2-(trimethylsilyl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(F)(F)[Si](C)(C)C
• Uses: Ethyl 2,2-difluoro-2-(trimethylsilyl)acetate is a reagent for organic difluoromethylation and difluoromethylenation reactions.

Technology Process of Ethyl difluoro(trimethylsilyl)acetate

There total 10 articles about Ethyl difluoro(trimethylsilyl)acetate 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: 85.0%

chloro-trimethyl-silane (75-77-4) + ethyl 2-chloro-2,2-difluoroacetate (383-62-0) → α-(trimethylsilyl)difluoroacetic acid ethyl ester (205865-67-4) + 4-chloro-3-ethoxy-2,2,4,4-tetrafluoro-3-trimethylsilanyloxy-butyric acid ethyl ester

Guidance literature:

With inox; tetrabutylammomium bromide; aluminium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; Electrochemical reaction;

DOI:10.1016/S0040-4039(00)01509-4

Reference yield: 70.0%

chloro-trimethyl-silane (75-77-4) + ethyl 2-chloro-2,2-difluoroacetate (383-62-0) → α-(trimethylsilyl)difluoroacetic acid ethyl ester (205865-67-4)

Guidance literature:

With magnesium; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol202289z

Reference yield: 62.0%

chloro-trimethyl-silane (75-77-4) + ethyl trifluoroacetate, (383-63-1) → α-(trimethylsilyl)difluoroacetic acid ethyl ester (205865-67-4)

Guidance literature:

chloro-trimethyl-silane; With magnesium; copper(l) chloride; lithium chloride; In N,N-dimethylimidazolidinone; at 25 ℃; for 0.25h; Inert atmosphere;

ethyl trifluoroacetate,; In N,N-dimethylimidazolidinone; at 25 ℃; for 4h; Inert atmosphere;

With hydrogenchloride; In ethanol; at 25 ℃; for 1.5h; Inert atmosphere;

DOI:10.1016/j.tet.2011.10.109

upstream raw materials:

chloro-trimethyl-silane

ethyl trifluoroacetate,

ethyl 2-chloro-2,2-difluoroacetate

Ethyl bromodifluoroacetate

Downstream raw materials:

ethyl 2,2-difluoro-3-oxo-3-phenylpropanoate

ethyl 2,2-difluoro-3-phenyl-3-(phenylamino)propionate

ethyl difluoroacetate

N-benzylidene-α-(trimethylsilyl)benzylamine