Phenylglyoxylonitrile (HCID 11953)

概要

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

名称と識別子

優先名称: Phenylglyoxylonitrile
IUPAC: benzoyl cyanide
現地名: ベンゾイルシアニド
英語名: Benzoyl cyanide
分子式: C8H5NO
分子量: 131.13

名称と別名

BENZOYL CYANIDE613-90-1PhenylglyoxylonitrileBenzoyl nitrileOxo(phenyl)acetonitrileGlyoxylonitrile, phenyl-alpha-OxobenzeneacetonitrileBenzeneacetonitrile, .alpha.-oxo-alpha-oxo-alpha-tolunitrile.alpha.-Oxobenzeneacetonitrilealpha-Tolunitrile, alpha-oxo-Benzeneacetonitrile, alpha-oxo-

名称をさらに表示

ベンゾイルシアニドα-オキソベンゼンアセトニトリルシアン化ベンゾイル2-オキソ-2-フェニルアセトニトリル2-フェニル-2-オキソアセトニトリルベンゾイルニトリルフェニルグリオキシルニトリルフェニルグリオキシロニトリル2-オキソ-2-フェニルエタンニトリルベンゾイルぎ酸ニトリルベンゾイルシアン化物安息香酸シアニドBenzoylcyanide98%Benzoylcyanide 98%PhenylglyoxynitrilePhenylglyoxonitrileα-oxo-α-tolunitrileBenzoyl cyanide,95%Ritalin Impurity 11Benzoyl Cyanide >

9R5O6C18O8EINECS 210-359-7PHENYL GLYOXONITRILENSC 401920NSC-401920AI3-13150DTXSID2060626CHEBI:51853

データベース識別子

CAS: 613-90-1
PubChem CID: 11953
DTXSID: DTXSID2060626
ChEBI: CHEBI:51853
UNII: 9R5O6C18O8
EC Number: 210-359-7
Nikkaji: J7.025D

物性

構造計算による物性

XLogP: 1.9
極性表面積: 40.9 Å²
水素結合供与体数: 0
水素結合受容体数: 2
回転可能結合数: 1
重原子数: 10
形式電荷: 0
複雑度: 171

実験および物理化学的性質

SpringerMaterials PropertiesBoiling point

物理化学的性質

融点: 28 · 28-31 °C(lit.)
沸点: 206 °C · 206 °C(lit.)
比重(密度): 1.106 g/mL · 1.106 g/mL at 25 °C(lit.)
屈折率: 1.47 · 1.4700 (estimate)
闪点: 184 °F · 184 °F
溶解性: soluble in Methanol
外見: powder to lump to clear liquid
色: White or Colorless to Light yellow
水溶解度: 微溶性、分解する
BRN: 1072101 · 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 データベース: 613 · 613-90-1(CAS DataBase Reference)
NISTの化学物質情報: Benzeneacetonitrile, «alpha»-oxo-(613-90-1)
EPAの化学物質情報: Benzeneacetonitrile, .alpha.-oxo- (613-90-1)

化学的性質 · 1 件

化学的特性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.

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory InformationBenzeneacetonitrile, .alpha.-oxo-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 2 (100%)

安全データ

F: 10
wgk: 3
tsca: TSCA listed
ridadr: UN 3439 6.1/PG 2
hs_code: 29269095
risk_code: 25-50-34-24/25-20
hazard_code: T,N
safety_code: 36/37/39-45-61-29-26
hazard_class: 6.1(b)
packing_group: III
毒劇物取締法: 劇物
Hazard Classifications: Acute Tox. 2 Oral
ストレージクラス: 6.1B - Non-combustible acute toxic Cat. 1 and 2very toxic hazardous materials

化学と産業

用途と製造

General Manufacturing InformationBenzeneacetonitrile, .alpha.-oxo-: ACTIVE

応用分野 · 2 件

使用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.

一般的な説明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.

調製方法 · 1 件

製造方法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%).