16772
Cyanogen bromide
≥98.5% (RT)
Synonym(s):
Bromine cyanide
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About This Item
Linear Formula:
BrCN
CAS Number:
Molecular Weight:
105.92
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-051-2
Beilstein/REAXYS Number:
1697296
MDL number:
Assay:
≥98.5% (RT)
Form:
crystals
vapor density
3.65 (vs air)
Quality Level
vapor pressure
100 mmHg ( 22.6 °C)
assay
≥98.5% (RT)
form
crystals
bp
61-62 °C (lit.)
mp
50-53 °C (lit.)
functional group
bromo
storage temp.
2-8°C
SMILES string
BrC#N
InChI
1S/CBrN/c2-1-3
InChI key
ATDGTVJJHBUTRL-UHFFFAOYSA-N
Application
- Cyanogen bromide is widely used in protein immobilization and cleavage.
- Under von Braun reaction conditions, CNBr reacts with tertiary amines to yield respective organocyanamides.
- It can also be used to synthesize organic intermediates like cyanuric bromide, derivatives of urea, guanidine, creatine, aryl nitriles, and a variety of heterocyclic compounds.
Other Notes
Reagent for the selective cleavage of peptide bonds (e.g. methionine)
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signalword
Danger
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Eye Dam. 1 - Skin Corr. 1B
supp_hazards
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
>149.0 °F - closed cup
flash_point_c
> 65 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Regulatory Information
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Synthesis of hindered chiral guanidine bases starting from (S)-(N, N-dialkyl-aminomethyl) pyrrolidines and BrCN.
Kohn U, et al.
Tetrahedron Asymmetry, 17(5), 811-818 (2006)
Straightforward Conversion of Alcohols into Nitriles.
Tarrade-Matha A, et al.
Synthetic Communications, 40(11), 1646-1649 (2010)
Cyanogen bromide (CNBr).
Kumar V
Synlett, 2005(10), 1638-1639 (2005)