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261610

Sigma-Aldrich

Cyanogen bromide solution

5.0 M in acetonitrile

Synonym(s):

Bromine cyanide, Bromine monocyanide, Bromocyanide, Bromocyanogen, Carbononitridic bromide, Cyanic bromide, Cyanobromide, Cyanogen monobromide

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About This Item

Linear Formula:
BrCN
CAS Number:
506-68-3
Molecular Weight:
105.92
Beilstein/REAXYS Number:
1697296
MDL number:
MFCD00011597
UNSPSC Code:
12352100
PubChem Substance ID:
57648163
NACRES:
NA.22

form

liquid

Quality Level

200

concentration

5.0 M in acetonitrile

solubility

alcohol: freely soluble(lit.)
diethyl ether: freely soluble(lit.)
water: freely soluble(lit.)

density

1.093 g/mL at 25 °C

functional group

bromo

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 solution induces template-guided condensation of oligonucleotides only in the presence of N-substituted morpholines. Mechanism of the phosphomonoester group activation by cyanogen bromide in N-substituted morpholine buffers has been investigated.

Application

Cyanogen bromide is a general reagent used to cleave carbon-heteroatom bonds. It is used in the synthesis of organocyanamides from corresponding tertiary amines, which is popularly known as von Braun reaction. CNBr solution is widely used in protein immobilization and cleavage.

signalword

Danger

Hazard Classifications

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

supp_hazards

EUH032

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

42.8 °F - closed cup

flash_point_c

6 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000084891
0000084707
0000082771
0000082771
0000084891

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Cyanogen Bromide.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Wen Qian et al.
Scientific reports, 10(1), 6470-6470 (2020-04-15)
The conjugation of polysaccharides with an effective carrier protein is critical for the development of effective bacterial polysaccharide vaccines. Therefore, the identification and optimization of carrier proteins to induce an effective immune response is necessary for developing a combined vaccine.
Bromalkylierte aromatische Amine. II. Mitteilung.
v Braun J, et al.
Ber. Deutsch. Chem. Ges., 51, 273-282 (1918)
Z A Shabarova et al.
Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life, 27(5-6), 555-566 (2001-09-07)
Cyanogen bromide has been found to induce the template-guided condensation of oligonucleotides only in the presence of N-substituted morpholines. Based on 31P, 1H and 13C NMR spectroscopy data, the mechanism of the phosphomonoester group activation by cyanogen bromide in N-substituted
Immobilization of lipases on hydrophobic supports involves the open form of the enzyme.
Manoel EA, et al.
Enz. Microbiol. Technol., 71, 53-57 (2015)
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