ChemicalBook > CAS DataBase List > Benzoyl cyanide

Benzoyl cyanide

Product Name: Benzoyl cyanide
CAS No.: 613-90-1
Chemical Name: Benzoyl cyanide
Synonyms: Benzoyl nitrile;BENZOYL CYANIDE;Benzoylcyanide98%;Benzoylcyanide 98%;Phenylglyoxynitrile;Phenylglyoxonitrile;α-oxo-α-tolunitrile;Benzoyl cyanide,95%;Ritalin Impurity 11;Benzoyl Cyanide >
CBNumber: CB1716030
Molecular Formula: C8H5NO
Formula Weight: 131.13
MOL File: 613-90-1.mol

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Benzoyl cyanide Property

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)
Flash point:: 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
InChI: InChI=1S/C8H5NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H
InChIKey: GJQBHOAJJGIPRH-UHFFFAOYSA-N
SMILES: C(C1C=CC=CC=1)(=O)C#N
CAS DataBase Reference: 613-90-1(CAS DataBase Reference)
NIST Chemistry Reference: Benzeneacetonitrile, «alpha»-oxo-(613-90-1)
EPA Substance Registry System: Benzeneacetonitrile, .alpha.-oxo- (613-90-1)

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Safety

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
F: 10
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29269095

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H300Fatal if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 115959
Product name: Benzoyl cyanide
Purity: 98%
Packaging: 25g
Price: $111
Updated: 2023/06/20

Sigma-Aldrich

Product number: 115959
Product name: Benzoyl cyanide
Purity: 98%
Packaging: 100g
Price: $171
Updated: 2022/05/15

TCI Chemical

Product number: B0835
Product name: Benzoyl Cyanide
Purity: >98.0%(GC)
Packaging: 25g
Price: $68
Updated: 2025/07/31

TRC

Product number: B130375
Product name: Benzoyl cyanide
Packaging: 10g
Price: $75
Updated: 2021/12/16

TRC

Product number: B130375
Product name: Benzoyl cyanide
Packaging: 5g
Price: $60
Updated: 2021/12/16

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Benzoyl cyanide Chemical Properties,Usage,Production

Chemical Properties

yellow to brown low melting mass. Phenylglyoxylonitrile [613-90-1], benzoyl cyanide, Mr 131.13, mp 34℃, bp 206 – 208℃ (101.3 kPa), bp 96℃ (2 kPa), bp 82℃ (1.2 kPa), n26D 1.5303, can be used for selective reactions at the carbonyl and cyano groups. It is produced from the reaction of benzoyl chloride or benzoic anhydride with sodium cyanide (or hydrogen cyanide in the presence of alkali cyanide) in practically quantitative yield with copper (I) cyanide as catalyst. Benzoyl cyanide is used as an intermediate in the synthesis of plant protection agents.

Uses

Using 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.

Preparation

Benzoyl 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%).

Definition

ChEBI: Benzoyl cyanide is an alpha-ketonitrile and an aromatic ketone. It is functionally related to a benzoic acid.

Synthesis Reference(s)

Synthetic Communications, 15, p. 849, 1985 DOI: 10.1080/00397918508063881

General Description

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.

Benzoyl cyanide Preparation Products And Raw materials

Raw materials

Copper(I) Cyanide Benzoyl chloride

Preparation Products

Benzoylformic acid Methyl benzoylformate

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View Lastest Price from Benzoyl cyanide manufacturers

Nanjing jinheyou Trading Co., Ltd.

Product: Benzoyl cyanide 613-90-1
Price: US $0.00/g
Min. Order: 1g
Purity: 95%min
Supply Ability: 20kg/month
Release date: 2019-11-19

Career Henan Chemical Co

Product: Benzoyl cyanide 613-90-1
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 200kg
Release date: 2019-08-29

613-90-1, Benzoyl cyanideRelated Search:

Benzoyl peroxide Benzonitrile Copper(I) Cyanide Diethylstilbestrol 4-Nitrobenzonitrile Benzamide p-Tolunitrile Chlorantraniliprole Ethyl benzoylacetate Benzoyl isothiocyanate Methyl benzoylformate Dibenzoylmethane HYDROGEN CYANIDE Dibenzoyltartaric acid POTASSIUM CYANIDE OXO-4-TRIFLUOROMETHYL-PHENYL)-ACETONITRILE 2-METHYLBENZOYL CYANIDE Benzoyl cyanide oxime~Phenylglyoxylonitrile oxime

BENZOYL CYANIDE

PHENYLGLYOXYLONITRILE

alpha-oxophenylacetonitrile

Benzoyl cyanide, 95% 25GR

Benzeneacetonitrile,a-oxo-

Benzoyl nitrile

Glyoxylonitrile, phenyl-

Oxo(phenyl)acetonitrile

Oxo-phenyl-acetonitrile

Phenylglyoxonitrile

Phenylglyoxynitrile

α-Oxobenzeneacetonitrile

alpha-oxo-benzeneacetonitril

alpha-Oxobenzeneacetonitrile

alpha-Tolunitrile, alpha-oxo-

Benzeneacetonitrile,alpha-oxo-

α-keto-α-tolunitrile

α-oxo-α-tolunitrile

a-Oxobenzeneacetonitrile

Phenylglyoxalic acid nitrile

2-Oxo-2-phenylethanenitrile

Benzoylformic acid nitrile

Phenylglyoxylnitrile

Benzoyl cyanide,95%

Benzoyl cyanidePhenylglyoxylonitrile

2-oxo-2-Phenylacetonitrile

Benzoylcyanide98%

Benzoylcyanide 98%

alpta-Oxophenylacetonitrile

Ritalin Impurity 11

Benzoyl Cyanide &gt

Benzeneacetonitrile, α-oxo-

[Mohrs SaL,Ammonium iron(ii)Sulphate,Ferrous Ammonium Sulphate]

613-90-1

C6H5COCN

Nitrogen Compounds

Organic Building Blocks

Cyanides/Nitriles

C8 to C9

Building Blocks