383-62-0

Basic information

• Product Name: Chlorodifluoroacetic acid ethyl ester
• Synonyms: Ethyl chlorodifluoroacetate 98%;Ethyl 2-chloro-2,2-difluoroacetate;Ethyl chlorodifluoroethanoate;Difluorochloroacetic acid ethyl ester;Ethyl chlorodifluoroacetate, Chlorodifluoroacetic acid ethyl ester;Ethyl 2-chloro-2,2-difluoroethanoate, Chloro(difluoro)acetic acid ethyl ester;Ethyl chloroacetatetwo fluorine;Acetic acid,2-chloro-2,2-difluoro-, ethyl ester
• CAS NO: 383-62-0
• Molecular Formula: C₄H₅ClF₂O₂
• Molecular Weight: 158.53
• EINECS: 206-850-0
• Product Categories: Pharmaceutical Intermediates;Fluorinated Building Blocks;Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds;Synthetic Organic Chemistry;C2 to C5;Carbonyl Compounds;Esters
• Mol File: 383-62-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 96-97.5 °C(lit.)
• Flash Point: 65 °F
• Appearance: clear colorless liquid
• Density: 1.252 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.358(lit.)
• Storage Temp.: 2-8°C
• Sensitive: Moisture Sensitive
• BRN: 1761413
• CAS DataBase Reference: Chlorodifluoroacetic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Chlorodifluoroacetic acid ethyl ester(383-62-0)
• EPA Substance Registry System: Chlorodifluoroacetic acid ethyl ester(383-62-0)

Safety Data

• Hazard Codes: F,C,Xi
• Statements: 11-34-20/21/22
• Safety Statements: 16-26-27-36/37/39-45
• RIDADR: UN 2924 3/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 383-62-0(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

Ethyl chlorodifluoroacetate (ECDFA) may be used as a starting reagent in the synthesis of 3-gem-difluoro-2-ethoxy allylic alcohols.

General Description

Ethyl chlorodifluoroacetate (ECDFA) undergoes Reformatskii reaction with various aldehydes in DMF. It reacts with phenylacetylene to afford ethyl α,α?difluoro-4-phenyl-3-butenoates.

InChI:InChI=1/C4H5ClF2O2/c1-2-9-3(8)4(5,6)7/h2H2,1H3

Upstream product

• 64-17-5 ethanol 
• 76-04-0 2-chloro-2,2-difluoroacetic acid 
• 354-24-5 chlordifluoroacetyl chloride 
• 1895-39-2 sodium chlorodifluoroacetate 
• 1717-64-2 1,2-dichloro-1,1,2-trifluoro-2-nitrosooxy-ethane 
• 648-48-6 1.1.2.2-Tetrafluor-2-chlor-aethylnitrit 

Downstream Products

• 152538-73-3 (2,2,2-Trifluoroethoxy)difluoroacetic acid 
• 17531-34-9 1-phenyl-3-trifluoromethyl prop-1-ene 
• 155820-88-5 1-bromo-4-(2,2,2-trifluoroethyl)benzene 
• 162363-01-1 ((Z)-3-Chloro-2-ethoxy-3,3-difluoro-propenyl)-benzene 
• 121898-05-3 (S)-(-)-1-chloro-1,1-difluoro-3-<(4-methylphenyl)sulphinyl>propan-2-one 
• 133343-42-7 1-Chloro-1,1-difluoro-3-((S)-toluene-4-sulfinyl)-propane-2,2-diol 
• 132164-16-0 (2R,S_S)-(-)-1-chloro-1,1-difluoro-3-(p-tolylsulphinyl)propan-2-ol 
• 133343-49-4 (S)-1-Chloro-1,1-difluoro-3-((S)-toluene-4-sulfinyl)-propan-2-ol 
• 135217-71-9 C₂₀H₁₅ClF₂NOP 
• 162363-02-2 ((Z)-3-Chloro-2-ethoxy-3,3-difluoro-propenyl)-cyclohexane 
• 155094-65-8 2-Chloro-N-ethyl-2,2-difluoro-N-phenyl-acetamide 
• 141708-75-0 ((Z)-5-Chloro-4-ethoxy-5,5-difluoro-pent-3-enyl)-benzene 
• 136310-09-3 (3RS,R_S)-1-Chloro-1,1-difluoro-3-<(4-methylphenyl)sulfinyl>hept-6-en-2-one 
• 119352-51-1 (3R,4S)-4-Benzyloxycarbonylamino-5-cyclohexyl-2,2-difluoro-3-hydroxy-pentanoic acid ethyl ester 

Relevant articles and documents

METHOD FOR PRODUCING DIFLUORO-ACETYL-ACETIC ACID ALKYLESTERS

The invention relates to a three-stage method for producing 4, 4-difluoro-acetyl-acetic acid alkylesters. In a first stage, a reaction of 4-chloro-4, 4-difluoro-acetyl-acetic acid alkylesters with trialkyl-phosphites of formula (III) P(OR1)3 is carried out, wherein R1 is C1-C4 alkyl, the R1 groups can be identical or different for producing alkyl-phosphonic acid esters of formula (IV) which react with amine of formula (V) during a second stage, wherein R2 and R3 are hydrogen or C1-C4 alkyl independent of each other, or jointly CH2-CH2-O-CH2-CH2- for forming enamines of formula (VI), wherein R2 and R3 have already mentioned significance, said enamines being hydrolysed in the presence of an acid during a third stage.

Process for the preparation of alkyl halodifluoroacetates

For the preparation of alkyl halodifluoroacetates, a 1,1-difluorotetrahaloethane is reacted with an alcohol in the presence of air and/or oxygen and a free-radical initiator, such as for example an azo compound, e.g., azobis(isobutyronitrile).