Ethyl bromodifluoroacetate

Base Information

• Chemical Name: Ethyl bromodifluoroacetate
• CAS No.: 667-27-6
• Molecular Formula: C4H5BrF2O2
• Molecular Weight: 202.983
• Hs Code.: 29159000
• European Community (EC) Number: 211-567-0
• UNII: 2QFZ6JJ5YH
• DSSTox Substance ID: DTXSID40216845
• Nikkaji Number: J205.964I
• Wikipedia: Ethyl_bromodifluoroacetate
• Wikidata: Q72473181
• Mol file: 667-27-6.mol

Synonyms:Ethyl bromodifluoroacetate;667-27-6;ethyl 2-bromo-2,2-difluoroacetate;Ethylbromodifluoroacetate;Bromodifluoroacetic Acid Ethyl Ester;Acetic acid, bromodifluoro-, ethyl ester;ethyl difluorobromoacetate;2QFZ6JJ5YH;ethyl bromo(difluoro)acetate;EINECS 211-567-0;2-bromo-2,2-difluoroacetic acid ethyl ester;ethyl 2-bromo-2,2-difluoro-acetate;MFCD00042069;CBrF2COOCH2CH3;UNII-2QFZ6JJ5YH;ethyl 2-bromodifluoroacetate;ethyl bromo difluoro acetate;SCHEMBL162440;C4-H5-Br-F2-O2;Ethyl bromodifluoroacetate, 98%;IRSJDVYTJUCXRV-UHFFFAOYSA-;AMY3632;DTXSID40216845;ethyl 2,2-difluoro-2-bromoacetate;BCP11101;CS-D1417;bromodifluoro acetic acid ethyl ester;bromodifluoro-acetic acid ethyl ester;AKOS005258594;bromo-difluoro-acetic acid ethyl ester;ethyl bromo-alpha,alpha-difluoroacetate;FS-4453;BP-10583;2-bromo2,2-difluoroacetic acid ethyl ester;Aceticacid,2-bromo-2,2-difluoro-,ethylester;B1463;FT-0623240;EN300-39190;Acetic acid, 2-bromo-2,2-difluoro-, ethyl ester;Q-102548;F0001-2628

Chemical Property of Ethyl bromodifluoroacetate

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 271.673mmHg at 25°C
• Refractive Index: n20/D 1.387(lit.)
• Boiling Point: 114.7 °C at 760 mmHg
• Flash Point: 23.2 °C
• PSA: 26.30000
• Density: 1.661 g/cm³
• LogP: 1.53720
• Storage Temp.: Flammables area
• Solubility.: Soluble in most organic solvents.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 201.94410
• Heavy Atom Count: 9
• Complexity: 115

Purity/Quality:

99% ^*data from raw suppliers

Ethyl bromodifluoroacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi, C
• Hazard Codes: C,F,Xi
• Statements: 10-34-36
• Safety Statements: 26-36/37/39-45-16-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(F)(F)Br
• Uses: Ethyl bromodifluoroacetate is usually used in the preparation of substituted ethyl 2′-pyridyldifluoroacetates,4-alkoxymethyl- and 4-aryloxymethyl-3,3-difluoropiperidines,α,α-difluoro-β-lactams,mono- and difluoromethylated phenanthridine derivatives. Efficient difluoroalkylation of aryl boronic acids via palladium catalysis. Novel, moisture-stable bromodifluoromethylated phosphonate, ester, and amide. Efficient coupling with aryl boronic acids via Pd catalysis. Ethyl bromodifluoroacetate, is used for the treatment of the Reformat sky reagent with aldehydes and ketones affords 2,2-difluoro-3-hydroxy esters. It is also used in the analysis of reagent purity through IR, NMR.

Technology Process of Ethyl bromodifluoroacetate

There total 16 articles about Ethyl 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: 99.5%

ethanol (64-17-5) + bromodifluoroacetyl chloride (3832-48-2) → Ethyl bromodifluoroacetate (667-27-6)

Guidance literature:

at 50 ℃; under 7500.75 Torr; Temperature; Pressure;

Reference yield: 90.76%

ethanol (64-17-5) + 1,2-dibromo-1-chloro-1,2,2-trifluoroethane (354-51-8) → Ethyl bromodifluoroacetate (667-27-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); oxygen; under 750.075 - 1500.15 Torr; Pressure; Reflux;

Reference yield: 88.0%

→ Ethyl bromodifluoroacetate (667-27-6)

Guidance literature:

upstream raw materials:

1,1-dibromo-2,2-difluoroethylene

ethanol

1,2-dibromo-1-chloro-1,2,2-trifluoroethane

<1,2,2-Trifluor-1,2-dibrom-aethyl>-aethylaether

Downstream raw materials:

bromodifluoroacetic acid

2-bromo-2,2-difluoroacetamide

ethyl α,α-difluoro-β-hydroxy-3-(2-pyridinyl)propanoate

ethyl α,α-difluoro-β-hydroxy-3-(4-pyridinyl)propanoate

Refernces

• 1、 -. "Preparation process of ethyl difluorobromoacetate". Paragraph 0031-0075. . Retrieved 2021/08/07.
• 2、 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.