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359890 Sigma-Aldrich

Dimethyl bromomalonate

technical grade, 90%

  • CAS Number 868-26-8

  • Linear Formula BrCH(COOCH3)2

  • Molecular Weight 211.01

  •  Beilstein/REAXYS Number 971135

  •  EC Number 212-775-4

  •  MDL number MFCD00025865

  •  PubChem Substance ID 24862117

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Properties

Related Categories Building Blocks, C2 to C5, Carbonyl Compounds, Chemical Synthesis, Esters,
grade   technical grade
InChI Key   NEMOJKROKMMQBQ-UHFFFAOYSA-N
assay   90%
refractive index   n20/D 1.460 (lit.)
bp   105-108 °C/11 mmHg(lit.)
density   1.601 g/mL at 25 °C (lit.)

Description

General description

Dimethyl bromomalonate undergoes manganese(III)-promoted free-radical chain addition reaction with olefins, to yield dimethyl 2-bromoalkylmalonates. Organocatalyzed Michael addition of dimethyl bromomalonate to nitrostyrenes to yield synthetically useful nitrocyclopropanes has been reported. Dimethyl bromomalonate reacts readily with arylnitroso compounds to yield the corresponding N-aryl-C,C-dimethoxycarbonylnitrones.

Application

Dimethyl bromomalonate may be used in the enantioselective synthesis of nitrocyclopropanes.

Packaging

5, 25 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3265 8 / PGII
WGK Germany 
3
Flash Point(F) 
230 °F
Flash Point(C) 
110 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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