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Sigma-Aldrich

Methyl dichloroacetate

≥99%

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Synonym(s):
Dichloroacetic acid methyl ester, NSC 2882
Linear Formula:
Cl2CHCOOCH3
CAS Number:
Molecular Weight:
142.97
Beilstein/REAXYS Number:
1747542
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99%

form

liquid

refractive index

n20/D 1.442 (lit.)

bp

143 °C (lit.)

mp

−52 °C (lit.)

density

1.381 g/mL at 25 °C (lit.)

SMILES string

COC(=O)C(Cl)Cl

InChI

1S/C3H4Cl2O2/c1-7-3(6)2(4)5/h2H,1H3

InChI key

HKMLRUAPIDAGIE-UHFFFAOYSA-N

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General description

Methyl dichloroacetate undergoes base-catalyzed condensation with aliphatic α-haloaldehydes. Chlorination of methyl dichloroacetate by using trifluoromethanesulfonyl chloride has been reported.

Application

Methyl 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
Reactant involved in:
  • Nucleophilic substitution reactions with nitro(pentafluorosulfanyl)benzenes
  • Azide-alkyl halide cycloaddition and atom transfer radical addition
  • Chemical modification of STn antigen for enhancement of synthetic carbohydrate vaccines
  • Three component reaction of arynes with cyclic ethers and active methines
  • Catalytic radical haloalkylation for synthesis of neodysidenin
  • Addition reactions for syntehsis of enantiopure 3,4-diamino esters or amides

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

147.2 °F - closed cup

flash_point_c

64 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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