35840

Methyl dichloroacetate

≥99%

• Synonym(s): Dichloroacetic acid methyl ester, NSC 2882
• Linear Formula: Cl₂CHCOOCH₃
• CAS Number: 116-54-1
• Molecular Weight: 142.97
• UNSPSC Code: 12352100
• NACRES: NA.22
• PubChem Substance ID: 24861975
• EC Number: 204-146-8
• Beilstein/REAXYS Number: 1747542
• MDL number: MFCD00000843
• Assay: ≥99%
• Form: liquid

Properties

• Quality Segment: 100
• 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.)
• functional group: chloro, ester
• SMILES string: COC(=O)C(Cl)Cl
• InChI: 1S/C3H4Cl2O2/c1-7-3(6)2(4)5/h2H,1H3
• InChI key: HKMLRUAPIDAGIE-UHFFFAOYSA-N

Description

General description

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

Application

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

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

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H332,H335
• pcodes: P261 - P264 - P271 - P302 + P352 - P304 + P340 + P312 - P305 + P351 + P338
• 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: 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