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Merck
CN

242489

Bromoacetonitrile

97%

Synonym(s):

2-Bromoacetonitrile, Bromomethyl cyanide, Cyanomethyl bromide

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About This Item

Linear Formula:
BrCH2CN
CAS Number:
590-17-0
Molecular Weight:
119.95
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24854561
EC Number:
209-672-1
Beilstein/REAXYS Number:
956569
MDL number:
MFCD00001884

Key Documents

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Product Name

Bromoacetonitrile, 97%

InChI key

REXUYBKPWIPONM-UHFFFAOYSA-N

InChI

1S/C2H2BrN/c3-1-2-4/h1H2

SMILES string

BrCC#N

assay

97%

form

liquid

refractive index

n20/D 1.479 (lit.)

bp

60-62 °C/24 mmHg (lit.)

density

1.722 g/mL at 25 °C (lit.)

functional group

bromo
nitrile

Quality Level

200

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Application

Bromoacetonitrile was used in the synthesis of 1-cyanomethyl-1,1-dimethylhydrazinium bromide.

General description

Bromoacetonitrileis an organic compound, generally used as a cyanoalkyl source. It is also used in organic synthesis as a chemical intermediate and an alkylating agent.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB1192
SDBB1191
STBL2417
STBL1154
BCCF8699

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The synthesis of three novel pendant armed macrocyclic ligands. The X-ray crystal structure of a cadmium complex derived from the first oxaazamacrocycle bearing two alkylated aromatic amine functions
Valencia L, et al.
Polyhedron, 20(26-27), 3091-3099 (2001)
Carles Miró Sabaté et al.
Chemistry, an Asian journal, 7(5), 1085-1095 (2012-03-03)
1,1-Dimethylhydrazine can be readily alkylated with bromoacetonitrile to form 1-cyanomethyl-1,1-dimethylhydrazinium bromide ([(CH(3))(2)N(CH(2)CN)NH(2)]Br, 1). The metathesis reaction of compound 1 led to the formation of a new family of energetic salts based on the [(CH(3))(2)N(CH(2)CN)NH(2)](+) cation and nitrate (2), perchlorate (3)
Synthesis of 4-cyanoethylated benzoxazines by visible-light-promoted radical oxycyanomethylation of olefinic amides with bromoacetonitrile
Sun S, et al.
Tetrahedron Letters, 60(33), 150926-150926 (2019)

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