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481432

Sigma-Aldrich

Cyanogen bromide

99.995% trace metals basis

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Synonym(s):
Bromine cyanide
Linear Formula:
BrCN
CAS Number:
506-68-3
Molecular Weight:
105.92
Beilstein:
1697296
EC Number:
208-051-2
MDL number:
MFCD00011597
UNSPSC Code:
12352100
PubChem Substance ID:
24871758
NACRES:
NA.22

vapor density

3.65 (vs air)

Quality Level

200

vapor pressure

100 mmHg ( 22.6 °C)

Assay

99.995% trace metals basis

bp

61-62 °C (lit.)

mp

50-53 °C (lit.)

storage temp.

2-8°C

SMILES string

BrC#N

InChI

1S/CBrN/c2-1-3

InChI key

ATDGTVJJHBUTRL-UHFFFAOYSA-N

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General description

Cyanogen bromide (CNBr) is a halogen halide. Its utility as a condensing agent during chemical ligation of oligodeoxyribonucleotides has been reported. Its threshold photoelectron (TPE) spectrum has been recorded under high resolution. The cryopolymerization of CNBr on irradiation has been investigated.

Application

Cyanogen bromide may be used:
  • To activate polysaccharides for coupling with erythrocytes.
  • As an oxidizing agent in the urine thaimine assay.
  • In the preparation of 2-amino-5-(2′-thienyl)-1,3,4-oxadiazole.
Reaction with C60Ph5Cl produces a novel phenylated isoquinolino[3′,4′:1,2][60]fullerene.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Eye Dam. 1 - Skin Corr. 1B

Supplementary Hazards

EUH032

WGK

WGK 3

Flash Point(F)

>149.0 °F

Flash Point(C)

> 65 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Threshold photoelectron spectroscopy of cyanogen bromide.
Yencha AJ, et al.
Chemical Physics Letters, 392(1), 202-208 (2004)
Abdul-Sada, A.K. et al.
Chemical Communications (Cambridge, England), 307-307 (1998)
N I Sokolova et al.
FEBS letters, 232(1), 153-155 (1988-05-09)
Cyanogen bromide was found to condense oligodeoxyribonucleotides on a complementary template in aqueous solution. Optimum conditions for this vigorous and effective reaction were developed. CNBr proved to be useful for incorporation of phosphoramidate or pyrophosphate internucleotide bonds in DNA duplexes.
Oxadiazole: a biologically important heterocycle.
Somani RR and Shirodkar PY.
Der Pharma Chemica, 1(1), 130-140 (2009)
Coupling of polysaccharides to erythrocytes by cyanogen bromide.
A W Richter et al.
Scandinavian journal of immunology, 3(3), 365-368 (1974-01-01)
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