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Merck

16772

Cyanogen bromide

≥98.5% (RT)

Synonym(s):

Bromine cyanide

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About This Item

Linear Formula:
BrCN
CAS Number:
506-68-3
Molecular Weight:
105.92
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57647589
EC Number:
208-051-2
Beilstein/REAXYS Number:
1697296
MDL number:
MFCD00011597
Assay:
≥98.5% (RT)
Form:
crystals

Key Documents

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Product Name

Cyanogen bromide, ≥98.5% (RT)

InChI key

ATDGTVJJHBUTRL-UHFFFAOYSA-N

InChI

1S/CBrN/c2-1-3

SMILES string

BrC#N

vapor density

3.65 (vs air)

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

Quality Level

200

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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)

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

EUH032

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2487
BCCL5583
BCCK8020
BCCK3652
BCCJ7481

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E. Gross
Methods in Enzymology, 11, 238-238 (1967)
R J Simpson et al.
Biochemistry international, 8(6), 787-791 (1984-06-01)
Herein we describe a procedure for the in situ cyanogen bromide cleavage of N-terminally blocked proteins which have been immobilised onto the glass fiber sample disk of the gas-phase sequencer. In this manner, new amino terminii suitable for automated Edman
Cyanogen bromide (CNBr).
Kumar V
Synlett, 2005(10), 1638-1639 (2005)
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)
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