D41686
Dibromomethane
99%
Synonym(s):
Methylene bromide
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About This Item
Empirical Formula (Hill Notation):
CH2Br2
CAS Number:
Molecular Weight:
173.83
Beilstein:
969143
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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vapor density
6.05 (vs air)
Quality Level
vapor pressure
34.9 mmHg ( 20 °C)
Assay
99%
form
liquid
refractive index
n20/D 1.541 (lit.)
bp
96-98 °C (lit.)
mp
−52 °C (lit.)
density
2.477 g/mL at 25 °C (lit.)
SMILES string
BrCBr
InChI
1S/CH2Br2/c2-1-3/h1H2
InChI key
FJBFPHVGVWTDIP-UHFFFAOYSA-N
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Application
Dibromomethane may be used for the cyclopropanation of alkenes via Simmons-Smith type reaction. It may also be used in a novel methodology for the preparation of reaction intermediates such as α-substituted acroleins, α-methylene esters, α-keto esters, α-methylene lactones, α-methylene lactams, and α-keto lactones.
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Description
Pricing
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Inhalation - Aquatic Chronic 3
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Cyclopropanations of alkenes using dibromomethane.
Friedrich E
The Journal of Organic Chemistry, 50(23), 4640-4642 (1985)
Dibromomethane as one-carbon source in organic synthesis: a versatile methodology to prepare the cyclic and acyclic ?-methylene or ?-keto acid derivatives from the corresponding terminal alkenes.
Hon Y, et. Al.
Tetrahedron, 60(22), 4837-4860 (2004)
Dibromomethane as one-carbon source in organic synthesis: microwave-accelerated ?-methylenation of ketones with dibromomethane and diethylamine.
Hon Y, et. Al.
Tetrahedron, 59(9), 1509-1520 (2003)
Dibromomethane as one-carbon source in organic synthesis: total synthesis of (?)-and (?)-methylenolactocin.
Hon Y, et. Al.
Tetrahedron, 61(10), 2713-2723 (2005)
Cyclopropanation of Electron-deficient Olefins with Dibromomethane by Ni (0) Complexes and Zinc.
Kanai H
Bulletin of the Chemical Society of Japan, 56(4), 1025-1029 (1983)
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