Benzoyl cyanide

Benzoyl cyanide
  • CAS No.:613-90-1
Other grades of this product :
Benzoyl cyanide Basic information
Product Name:Benzoyl cyanide
Synonyms:BENZOYL CYANIDE;PHENYLGLYOXYLONITRILE;alpha-oxophenylacetonitrile;Benzoyl cyanide, 95% 25GR;Benzeneacetonitrile,a-oxo-;Benzoyl nitrile;Glyoxylonitrile, phenyl-;Oxo(phenyl)acetonitrile
CAS:613-90-1
MF:C8H5NO
MW:131.13
EINECS:210-359-7
Product Categories:
Mol File:613-90-1.mol
Benzoyl cyanide Chemical Properties
Melting point 28-31 °C(lit.)
Boiling point 206 °C(lit.)
density 1.106 g/mL at 25 °C(lit.)
refractive index 1.4700 (estimate)
Fp 184 °F
solubility soluble in Methanol
form powder to lump to clear liquid
color White or Colorless to Light yellow
Water Solubility slihtly soluble, decomposes
BRN 1072101
CAS DataBase Reference613-90-1(CAS DataBase Reference)
NIST Chemistry ReferenceBenzeneacetonitrile, «alpha»-oxo-(613-90-1)
EPA Substance Registry SystemBenzeneacetonitrile, .alpha.-oxo- (613-90-1)
Safety Information
Hazard Codes T,N
Risk Statements 25-50-34-24/25-20
Safety Statements 36/37/39-45-61-29-26
RIDADR UN 3439 6.1/PG 2
WGK Germany 3
10
HazardClass 6.1(b)
PackingGroup III
HS Code 29269095
MSDS Information
ProviderLanguage
alpha-Oxophenylacetonitrile English
ACROS English
SigmaAldrich English
Benzoyl cyanide Usage And Synthesis
Chemical Propertiesyellow to brown low melting mass
usesUsing benzoyl cyanide as an electrophile also gives selective acylation of the 3-position, as does levulinic acid in the presence of DCC. Benzoyl cyanide is used to study the mechanism of reduction of benzoyl cyanide in acetonitrile, N,N-dimethylformamide and acetonitrile. It undergoes hydrolysis by Rhodococcus sp. CCZU10-1 to form benzoylformic acid. Reagent for selective acylation of amino compounds.
UsesReagent for selective acylation of amino compounds.
PreparationBenzoyl cyanide is prepared by treatment of benzoyl chloride with sodium cyanide under phase-transfer catalytic conditions. This process is also used to convert 4-methyl, 4-methoxy, and 4-chlorobenzoyl chlorides into the corresponding benzoyl cyanides, and similarly cinnamoyl chloride into cinnamoyl cyanide (98%).
Synthesis Reference(s)Synthetic Communications, 15, p. 849, 1985 DOI: 10.1080/00397918508063881
General DescriptionBenzoyl cyanide is used to study the mechanism of reduction of benzoyl cyanide in acetonitrile, N,N-dimethylformamide and acetonitrile. It undergoes hydrolysis by Rhodococcus sp. CCZU10-1 to form benzoylformic acid.
Benzoyl cyanide Preparation Products And Raw materials
Raw materialsBenzoyl chloride-->Copper(I) Cyanide
Preparation ProductsBenzoylformic acid-->Methyl benzoylformate-->Mecobalamin Impurity-->benzoylazide-->BENZOYL FLUORIDE-->2-Propynenitrile, 3-phenyl- (9CI)

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