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35840 Aldrich

Methyl dichloroacetate

Synonym: Dichloroacetic acid methyl ester, NSC 2882

  • CAS Number 116-54-1

  • Linear Formula Cl2CHCOOCH3

  • Molecular Weight 142.97

  •  Beilstein Registry Number 1747542

  •  EC Number 204-146-8

  •  MDL number MFCD00000843

  •  PubChem Substance ID 24861975

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Properties

Related Categories Building Blocks, C2 to C5, Carbonyl Compounds, Chemical Synthesis, Esters,
InChI Key   HKMLRUAPIDAGIE-UHFFFAOYSA-N
refractive index   n20/D 1.442(lit.)
bp   143 °C(lit.)
mp   −52 °C(lit.)
density   1.381 g/mL at 25 °C(lit.)

Description

Packaging

500 mL in glass bottle

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

General description

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

Price and Availability

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 2299 6.1 / PGIII
WGK Germany 
3
RTECS 
AG6625000
Flash Point(F) 
147.2 °F
Flash Point(C) 
64 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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