ChemicalBook--->CAS DataBase List--->868-26-8

868-26-8

868-26-8 Structure

868-26-8 Structure
IdentificationBack Directory
[Name]

DIMETHYL BROMOMALONATE
[CAS]

868-26-8
[Synonyms]

DIMETHYL BROMOMALONATE
Dimethyl 2-bromomalonate
Dimethyl bromomalonate ,98%
Dimethyl bromomalonate ,96%
DiMethyl broMoMalonate, GC 90%
Bromomalonic acid dimethyl ester
DiMethyl BroMoMalonate, 95.0%(GC)
2-Bromomalonic acid dimethyl ester
DIMETHYL BROMOMALONATE, TECH., 90%
Dimethyl bromomalonate, 90%, tech.
Bromopropanedioic acid dimethyl ester
DiMethyl broMoMalonate, tech., 90% 25ML
Propanedioic acid, bromo-, dimethyl ester
Dimethyl bromomalonate technical grade, 90%
[EINECS(EC#)]

212-775-4
[Molecular Formula]

C5H7BrO4
[MDL Number]

MFCD00025865
[MOL File]

868-26-8.mol
[Molecular Weight]

211.01
Chemical PropertiesBack Directory
[Appearance]

clear colorless to light yellow liquid
[Boiling point ]

105-108 °C11 mm Hg(lit.)
[density ]

1.601 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.460(lit.)
[Fp ]

>230 °F
[form ]

Liquid
[pka]

9.25±0.46(Predicted)
[color ]

Clear colorless to light yellow
[BRN ]

971135
[InChI]

1S/C5H7BrO4/c1-9-4(7)3(6)5(8)10-2/h3H,1-2H3
[InChIKey]

NEMOJKROKMMQBQ-UHFFFAOYSA-N
[SMILES]

COC(=O)C(Br)C(=O)OC
Hazard InformationBack Directory
[Chemical Properties]

clear colorless to light yellow liquid
[Uses]

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

The Preparative Method of Dimethyl Bromomalonate: by treatment of Malonic Acid with Bromine in diethyl ether followed by esterification with HCl in methanol; by electrolytic bromination of dimethyl malonate with Magnesium Bromide or Copper(II) Bromide and Sodium Methoxide in acetonitrile-water at 2-3 °C.
Safety DataBack Directory
[Hazard Codes ]

C
[Risk Statements ]

34-37
[Safety Statements ]

26-36/37/39-45
[RIDADR ]

UN 3265 8/PG 2
[WGK Germany ]

3
[F ]

19
[HazardClass ]

8
[PackingGroup ]

III
[HS Code ]

29171900
[Storage Class]

8A - Combustible corrosive hazardous materials
[Hazard Classifications]

Skin Corr. 1B
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Dichloromethane-->Bromine-->Sodium bicarbonate-->Carbon tetrachloride-->Sodium thiosulfate-->Dimethyl malonate
Spectrum DetailBack Directory
[Spectrum Detail]

DIMETHYL BROMOMALONATE(868-26-8)1HNMR
DIMETHYL BROMOMALONATE(868-26-8)IR
DIMETHYL BROMOMALONATE(868-26-8)FT-IR
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