"CBrN" redirects here. Not to be confused with CBRN.
Cyanogen bromide
Names
Preferred IUPAC name
Carbononitridic bromide[3]
Other names
Bromine cyanide[1]
Campilit[2]
Identifiers
CAS Number
506-68-3Y
3D model (JSmol)
Interactive image
Beilstein Reference
1697296
ChemSpider
10044Y
ECHA InfoCard
100.007.320
EC Number
208-051-2
MeSH
Cyanogen+Bromide
PubChem CID
10476
RTECS number
GT2100000
UNII
OS382OHJ8PY
UN number
1889
CompTox Dashboard (EPA)
DTXSID9021550
InChI
InChI=1S/CBrN/c2-1-3Y
Key: ATDGTVJJHBUTRL-UHFFFAOYSA-NY
SMILES
BrC#N
Properties
Chemical formula
BrCN
Molar mass
105.921 g mol−1
Appearance
Colorless solid
Density
2.015 g mL−1
Melting point
50 to 53 °C (122 to 127 °F; 323 to 326 K)
Boiling point
61 to 62 °C (142 to 144 °F; 334 to 335 K)
Solubility in water
Reacts
Vapor pressure
16.2 kPa
Thermochemistry
Std enthalpy of formation (ΔfH⦵298)
136.1–144.7 kJ mol−1
Hazards
GHS labelling:
Pictograms
Signal word
Danger
Hazard statements
H300, H310, H314, H330, H410
Precautionary statements
P260, P273, P280, P284, P302+P350
NFPA 704 (fire diamond)
4
0
1
NIOSH (US health exposure limits):
PEL (Permissible)
5 mg m−3
Related compounds
Related alkanenitriles
Hydrogen cyanide
Thiocyanic acid
Cyanogen iodide
Cyanogen chloride
Cyanogen fluoride
Acetonitrile
Aminoacetonitrile
Glycolonitrile
Cyanogen
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Chemical compound
Cyanogen bromide is the inorganic compound with the formula (CN)Br or BrCN. It is a colorless solid that is widely used to modify biopolymers, fragment proteins and peptides (cuts the C-terminus of methionine), and synthesize other compounds. The compound is classified as a pseudohalogen.
^The Merck Index (10th ed.). Rahway, NJ: Merck & Co. 1983. p. 385.
^"Campilit, CAS Number: 506-68-3". Archived from the original on 2023-03-20. Retrieved 2013-03-14.
^"Cyanogen Bromide – Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 4 June 2012.
Cyanogenbromide is the inorganic compound with the formula (CN)Br or BrCN. It is a colorless solid that is widely used to modify biopolymers, fragment...
also used for the CN radical, and hence is used for compounds such as cyanogenbromide (NCBr) (but see also Cyano radical.). When burned at increased pressure...
the related compound cyanogenbromide, a room-temperature solid that is widely used in biochemical analysis and preparation. Cyanogen chloride is a molecule...
cyanogenbromide to an organocyanamide. An example is the reaction of N,N-dimethyl-1-naphthylamine: These days, most chemist have replaced cyanogen bromide...
cyanides, in particular cyanogen chloride and cyanogenbromide, are important starting materials for the incorporation of the cyanogen group, the production...
carbon. It is formed by the spontaneous trimerisation of cyanogenbromide. Cyanuric bromide can be used to synthesize substituted triazines. For example...
temperature from the reaction of sodium azide with either cyanogen chloride or cyanogenbromide, dissolved in a solvent such as acetonitrile; this reaction...
BrF+ 6. Apart from these, some pseudohalides are also known, such as cyanogenbromide (BrCN), bromine thiocyanate (BrSCN), and bromine azide (BrN3). The...
Cyanogen iodide or iodine cyanide (ICN) is a pseudohalogen composed of iodine and the cyanide group. It is a highly toxic inorganic compound. It occurs...
general method for the conversion of tertiary amines to cyanamides using cyanogenbromide as reagent. Some cyanamides where R1 and R2 are identical alkyl groups...
covalent attachment to the resin. Common activation chemistries include cyanogenbromide (CNBr) activation and reductive amination of aldehydes to attach proteins...
halogen derivatives – phosgene, mustard gas, lewisite, chloride or cyanogenbromide-. Gas attacks stopped 3 weeks after the Six-Day War. An estimated 1...
Modifications have shown that it is possible to use sodium cyanide or cyanogenbromide in place of hydrogen cyanide. The reaction can be simplified by replacing...
around 2015. During World War II, the US considered using it, along with cyanogen chloride, as part of Operation Downfall, the planned invasion of Japan...
almonds, or respiratory tract inflammations and congestions in the case of cyanogen chloride poisoning. There is no specific test for arsine poisoning, but...
hydrochloride, thiamine, and 1-naphthaleneacetic acid. Its reaction with cyanogen chloride affords malononitrile. Acetonitrile has a free electron pair at...
[RR'NH2]X}}} In such reactions, which are more useful for alkyl iodides and bromides, the degree of alkylation is difficult to control such that one obtains...
Cyanogen fluoride (molecular formula: FCN; IUPAC name: carbononitridic fluoride) is an inorganic linear compound which consists of a fluorine in a single...
a versatile reagent in organic synthesis. CSI is prepared by treating cyanogen chloride with sulfur trioxide, the product being distilled directly from...
parts of the antigen binding domain. Edelman and his colleagues used cyanogenbromide and proteases to fragment the antibody protein subunits into smaller...
the backbone. Homoserine, or its lactone form, is the product of a cyanogenbromide cleavage of a peptide by degradation of methionine. Homoserine is an...
to the binary interhalogen compounds, are cyanogen halides like cyanogen chloride (Cl−CN), cyanogenbromide (Br−CN), nitryl fluoride (F−NO2), nitrosyl...
halogenous derivatives - phosgene, mustard gas, lewisite, chloride or cyanogenbromide. The gas attacks stopped for three weeks after the Six-Day War of June...
(June 1995). "Characterization of hormonogenic sites in an N-terminal, cyanogenbromide fragment of human thyroglobulin". Archives of Biochemistry and Biophysics...
BrF+ 6. Apart from these, some pseudohalides are also known, such as cyanogenbromide (BrCN), bromine thiocyanate (BrSCN), and bromine azide (BrN3). The...
endopeptidases such as trypsin or pepsin or by chemical reagents such as cyanogenbromide. Different enzymes give different cleavage patterns, and the overlap...
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