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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:
1697296
MDL number:
MFCD00011597
UNSPSC Code:
12352100
PubChem Substance ID:
57648163
NACRES:
NA.22

form

liquid

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

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.

Signal Word

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

Supplementary Hazards

EUH032

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

42.8 °F - closed cup

Flash Point(C)

6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Bromalkylierte aromatische Amine. II. Mitteilung.
v Braun J, et al.
Ber. Deutsch. Chem. Ges., 51, 273-282 (1918)
Cyanogen Bromide.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
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
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.
Covalent immobilization of trypsin onto poly (2-hydroxyethyl methacrylate)/polystyrene composite microspheres by cyanogen bromide method and its enzymatic activity.
Okubo M, et al.
Colloid and Polymer Science, 265(11), 957-964 (1987)
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