401-55-8

Basic information

• Product Name: Ethyl bromofluoroacetate
• Synonyms: BROMOFLUOROACETIC ACID ETHYL ESTER;ETHYL BROMOFLUOROACETATE;ETHYL-2-BROMOFLUOROACETATE;2-BROMO-2-FLUOROETHYLACETATE;(R,S)-Bromo-fluoro-aceticacidethylester;Ethyl broMofluoroacetate, 97% 5GR;BroMofluoroethyl acetate;EethylbroMofluoroacetate
• CAS NO: 401-55-8
• Molecular Formula: C₄H₆BrFO₂
• Molecular Weight: 184.99
• EINECS: 206-928-4
• Product Categories: Alkyl Fluorinated Building Blocks;Building Blocks;C2 to C5;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Pharmaceutical Intermediates;Fluoro-Aliphatics ;Fluorinated Building Blocks;Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds;Synthetic Organic Chemistry;C2 to C5;Carbonyl Compounds;Esters
• Mol File: 401-55-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 154 °C(lit.)
• Flash Point: 159 °F
• Appearance: Clear yellow/Liquid
• Density: 1.565 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.25mmHg at 25°C
• Refractive Index: n20/D 1.424(lit.)
• Storage Temp.: 2-8°C
• Water Solubility: It is soluble in water.
• CAS DataBase Reference: Ethyl bromofluoroacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl bromofluoroacetate(401-55-8)
• EPA Substance Registry System: Ethyl bromofluoroacetate(401-55-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37/39
• RIDADR: UN2810
• WGK Germany: 3
• TSCA: T
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 401-55-8(Hazardous Substances Data)

Usage

Chemical Properties

Ethyl bromofluoroacetate is clear yellow liquid

Uses

Different sources of media describe the Uses of 401-55-8 differently. You can refer to the following data:
1. Ethyl bromofluoroacetate is an intermediate useful for the synthesis of polyfluoroalkyl-substituted fluoro enol ethers1 and N-protected α-fluoroglycines.2
2. Ethyl bromofluoroacetate is used as an intermediate useful in the synthesis of polyfluoroalkyl-substituted fluoro enol ethers and N-protected α-fluoroglycines.

InChI:InChI=1/C4H6BrFO2/c1-2-8-4(7)3(5)6/h3H,2H2,1H3/t3-/m0/s1

Upstream product

• 64-17-5 ethanol 
• 623-73-4 diazoacetic acid ethyl ester 
• 380-78-9 1-ethoxy-1,1,2-trifluoro-2-bromoethane 
• 2707-82-6 Diethyl 2-bromo-2-fluoro-3-oxobutanedioate 

Downstream Products

• 359-25-1 bromo-fluoroacetic acid 
• 20397-61-9 (Z)-2-fluoro-3-phenylacrylic acid 
• 2356-16-3 ethyl(diethylphosphono)(fluoro)acetate 
• 759-67-1 2-fluoro-3-oxopentanoic acid ethyl ester 
• 125950-57-4 (2-ethoxy-1-fluoro-2-oxoethyl)triphenylphosphonium bromide 
• 115821-16-4 Ethyl Fluoro(phenoxy)acetate 
• 310-36-1 ethyl 2-fluoro-2-(1-hydroxycyclohexyl)-ethanoate 
• 459424-41-0 fluorobromoethanol 
• 430-91-1 bromofluoroacetamide 
• 96449-14-8 bromofluoroacetonitrile 
• 130754-17-5 ethyl 2-fluoro-2-(4-fluorophenyl)acetate 
• 130754-15-3 ethyl 2-fluoro-2-(3-methoxyphenyl)acetate 

Relevant articles and documents

Synthesis of phenyl and ester substituted vinyl fluorides via reduction and olefination of esters

A reduction-olefination sequence has been used to convert ethyl pentafluoropropanoate 6 to 1-fluoro-1-phenyl-2-pentafluoroethyl ethene 7 and ethyl 2,4,4,5,5,5-hexafluoro-2-pentenoate 8. Addition of lithium diethyl α-fluorobenzylphosphonate [(EtO)2P(O)CFPh]- Li+ 4 or lithium fluorocarboethoxymethylene dialkylphosphonate [(RO)2P(O)CFCO2Et]- Li+ 5 (R = Et, i-Pr) to a THF solution of fluorinated aldehydes prepared in situ from 6 and diisobutylaluminum hydride (DIBAL) affords the vinyl fluorides C2F5CH=CFPh 7 and C2F5CH=CFCO2Et 8 in good yields. However, yields of the final products 7 and 8 are low when in situ reduction of 6 to aldehyde was performed in the presence of lithium salts of 4 or 5.

A Convenient Synthesis of Ethyl (Diethoxyphosphoryl)fluoroacetate from Ethyl Fluoroacetate

A new synthesis of ethyl (diethoxyphosphoryl)fluoroacetate starting from ethyl fluoroacetate is described for a mole scale.This synthesis does not require the use of special equipment for fluorine chemistry since no hydrogen fluoride is evolved.