ChemicalBook Product Catalog Organic Chemistry Carboxylic acids and derivatives Carboxylic acid esters and derivatives Dichloroacetic acid methyl ester

Dichloroacetic acid methyl ester

Dichloroacetic acid methyl ester Basic information
Product Name:Dichloroacetic acid methyl ester
Synonyms:Methyl dichloroacetate solution;1,1-Dichloro-2-methoxy-2-oxoethane;Dichloroacetic acid methyl;Methyl dichloroacetate, synthesis grade;Methyl dichloroacetate,purum;TwoMethyl chloroacetate;dichloro-aceticacimethylester;ethanoicacid,dichloro-,methylester
CAS:116-54-1
MF:C3H4Cl2O2
MW:142.97
EINECS:204-146-8
Product Categories:Alpha sort;Pharmaceutical Intermediates;500 Series Drinking Water Methods;EPA;Method 552;H-MAlphabetic;M;META - METH;Pesticides&Metabolites;Pyrans;C2 to C5;Carbonyl Compounds;Esters
Mol File:116-54-1.mol
Dichloroacetic acid methyl ester Structure
Dichloroacetic acid methyl ester Chemical Properties
Melting point -52 °C (lit.)
Boiling point 143 °C (lit.)
density 1.381 g/mL at 25 °C (lit.)
refractive index n20/D 1.442(lit.)
Fp 176 °F
storage temp. room temp
solubility 4g/l
form Liquid
color Clear colorless
PH3.8 (4g/l, H2O, 20℃)
Water Solubility Slightly soluble
BRN 1747542
CAS DataBase Reference116-54-1(CAS DataBase Reference)
NIST Chemistry ReferenceAcetic acid, dichloro-, methyl ester(116-54-1)
EPA Substance Registry SystemAcetic acid, 2,2-dichloro-, methyl ester (116-54-1)
Safety Information
Hazard Codes Xn,Xi,F
Risk Statements 20-36/37/38-40-38-11
Safety Statements 26-36-37/39-16-24-9
RIDADR UN 2299 6.1/PG 3
WGK Germany 3
RTECS AG6625000
TSCA Yes
HazardClass 6.1(b)
PackingGroup III
HS Code 29154000
MSDS Information
ProviderLanguage
Dichloroacetic acid methyl ester English
SigmaAldrich English
ACROS English
ALFA English
Dichloroacetic acid methyl ester Usage And Synthesis
Chemical Propertiesclear colorless liquid
UsesOrganic intermediate.
UsesDichloroacetic Acid Methyl Ester is used in the preparation of telechelics and block copolymers through living radical polymerization.
UsesMethyl dichloroacetate may be used:
  • in the diastereoselctive synthesis of bicyclic chlorocyclopropane
  • as difunctional initiator during atom transfer radical polymerization of methyl or n-butyl acrylate
  • as reagent during CrCl2-induced olefination of aldehydes
Synthesis Reference(s)Journal of the American Chemical Society, 90, p. 5307, 1968 DOI: 10.1021/ja01021a065
The Journal of Organic Chemistry, 28, p. 1133, 1963
General DescriptionA colorless liquid with an ethereal odor. Combustible. Flash point 176°F. Corrosive to metals and tissue. Used to make other chemicals.
Air & Water ReactionsDecomposed by water to dichloroacetic acid, a corrosive material with evolution of heat [USCG, 1999].
Reactivity ProfileDichloroacetic acid methyl ester produces toxic fumes of phosgene and HCl when heated [USCG, 1999].
HazardStrong irritant to tissue. Forms corrosiveproducts on hydrolysis, keep dry.
Health HazardExtremely destructive to the eyes, nose, throat, and upper respiratory tract. May be fatal as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis, and pulmonary edema. Symptoms of exposure include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting.
Fire HazardSpecial Hazards of Combustion Products: Produces toxic fumes of phosgene and HCl.
Safety ProfilePoisonous irritant to the skin, eyes, and mucous membranes. Hydrolyzes upon contact with moisture to form a product corrosive to tissue. See also DICHLOROACETIC ACID and ESTERS. Dangerous; when heated to decomposition it emits hghly toxic fumes of phosgene and Cl-.
Dichloroacetic acid methyl ester Preparation Products And Raw materials
Raw materialsMethanol-->Sulfuric acid-->Chloroacetic acid-->Dichloroacetic acid
Preparation ProductsChloroacetic acid-->Chloramphenicol-->Thiamphenicol-->Creatinine-->Florfenicol-->Methyl trichloroacetate
LABOTEST-BB LT00044428 DALAPON-METHYL ESTER DICHLOROMETHOXYACETIC ACID METHYL ESTER TRICHLOROACETIC ACID LAURYL ESTER(C12) ERBON DIISOPROPYL DICHLOROMALONATE ETHYL DICHLOROACETATE TRICHLOROACETIC ACID OCTYL ESTER(C8) PENTACHLOROPHENYL DICHLOROACETATE METHYL DICHLOROACETATE, [1-14C] TRICHLOROACETIC ACID STEARYL ESTER Dichloroacetic acid methyl ester [1-(3,4-DICHLOROPHENYL)-1H-1,2,3-TRIAZOL-4-YL]METHYL 2,2,2-TRICHLOROACETATE TRICHLOROACETIC ACID 2-ETHOXYETHYL ESTER ETHYL DICHLOROFLUOROACETATE LABOTEST-BB LT00000206 TRICHLOROACETIC ACID PENTACHLOROPHENYL ESTER TRICHLOROACETIC ACID DECYL ESTER (C10)
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