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D41686

Sigma-Aldrich

Dibromomethane

99%

Synonym(s):

Methylene bromide

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About This Item

Empirical Formula (Hill Notation):
CH2Br2
CAS Number:
74-95-3
Molecular Weight:
173.83
Beilstein:
969143
EC Number:
200-824-2
MDL number:
MFCD00000168
UNSPSC Code:
12352100
PubChem Substance ID:
24893828
NACRES:
NA.22

vapor density

6.05 (vs air)

Quality Level

200

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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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H332,H412

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

D41686-500G:
D41686-BULK:
D41686-1L:
D41686-CH:
D41686-VAR:
D41686-1KG:
D41686-10KG:
D41686-500ML:
D41686-2L:
D41686-2.5KG:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW4316
MKCV0703
MKCT3237
MKCQ5255
WXBD2004V

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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: 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)
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: total synthesis of (?)-and (?)-methylenolactocin.
Hon Y, et. Al.
Tetrahedron, 61(10), 2713-2723 (2005)
Cyclopropanes from an Easily Prepared, Highly Active Zinc?Copper Couple, Dibromomethane, and Olefins.
LeGoff E
The Journal of Organic Chemistry, 29(7), 2048-2050 (1964)
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