アセトンシアンヒドリン

Acetone Cyanohydrin

HCID 6406CAS 75-86-5

基本情報

標準SMILES
CC(C)(O)C#N
InChIKey
MWFMGBPGAXYFAR-UHFFFAOYSA-N
分子式
C4H7NO
平均分子量
85.1 g/mol
単同位体質量
85.05276385

名称と識別子

優先名称
Acetone Cyanohydrin
IUPAC
2-hydroxy-2-methylpropanenitrile
現地名
アセトンシアンヒドリン
英語名
Acetone cyanohydrin
分子式
C4H7NO
分子量
85.1

名称と別名

ACETONE CYANOHYDRIN2-Hydroxy-2-methylpropanenitrile75-86-5Acetone cyanhydrin2-Hydroxyisobutyronitrile2-Methyllactonitrile2-Cyano-2-propanolalpha-HydroxyisobutyronitrileAcetoncyanhydrin2-Cyano-2-hydroxypropaneAcetoncianidrinaAcetonkyanhydrin
名称をさらに表示
アセトンシアンヒドリンアセトンシアノヒドリン2-ヒドロキシ-2-メチルプロパンニトリル2-ヒドロキシイソブチロニトリル2-メチルラクトニトリルα-ヒドロキシイソブチロニトリル2-ヒドロキシ-2-メチルプロピオノニトリル2-ヒドロキシ-2-メチルプロピオニトリル2-メチル-2-ヒドロキシプロパンニトリル2-メチル-2-ヒドロキシプロピオニトリル2-メチル-2-ヒドロキシプロピオノニトリルAcetone Cyanohydrineusafrh-8AKOS BBS-00004270
2-Propanone, cyanohydrinLactonitrile, 2-methyl-AcetoncianhidrineiAcetoncyaanhydrineAcetonecyanhydrineUSAF RH-82-Hydroxy-2-methylpropionitrilePropanenitrile, 2-hydroxy-2-methyl-

データベース識別子

CAS
75-86-5
PubChem CID
6406
DTXSID
DTXSID7025427
ChEMBL
CHEMBL1231861
ChEBI
CHEBI:15348
UNII
CO1YOV1KFI
EC Number
200-909-4
Nikkaji
J1.468K

物性

構造計算による物性

XLogP
-0.1
極性表面積
44 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
0
重原子数
6

物理化学的性質

融点
-19 °C · -19 °C (lit.)
沸点
82 °C/23 · 82 °C/23 mmHg (lit.)
比重(密度)
0.932 g/mL · 0.932 g/mL at 25 °C (lit.)
蒸気圧
0.3 psi · 0.3 psi ( 20 °C)
屈折率
20 · n20/D 1.399(lit.)
闪点
147 °F · 147 °F

化学的性質

化学的特性Acetone cyanohydrin is a flammable, colorless to light yellow liquid. Almond-like odor.

安全と法規制

安全データ

OEL
Ceiling: 1 ppm (4 mg/m3) [15-minute]
wgk
3
tsca
TSCA listed
rtecs
OD9275000
ridadr
UN 1541
毒性
LD50 orally in rats: 0.17 g/kg (Smyth)

化学と産業

応用分野 · 4 件

用途メタクリル樹脂の中間体原料

説明Acetone cyanohydrin is an organic compound used in the production of methyl methacrylate, the monomer of the transparent plastic polymethyl methacrylate (PMMA), also known as acrylic. Acetone cyanohydrin is a flammable colourless liquid with a faint odour of bitter almond. It is incompatible with sulphuric acid. Acetone cyanohydrin readily undergoes decomposition by water to form hydrogen cyanide and acetone. Cassava tubers contain linamarin, a glucoside of acetohydrin, and the enzyme linamarinase for hydrolysing the glucoside. Crushing the tubers releases these compounds and produces acetone cyanohydrin, which is potentially lethally toxic. Acetone cyanohydrin is classified as an extremely hazardous substance in the U.S. Emergency Planning and Community Right-to- Know Act. The principal hazards of acetone cyanohydrin arise from its ready decomposition on contact with water, which releases highly toxic hydrogen cyanide.

使用Acetone cyanohydrin is used to make methyl methacrylate; in the production of pharmaceuticals, foaming agents, and insecticides; and to produce polymerization initiators.

一般的な説明A colorless liquid. Flash point 165°F. Lethal by inhalation and highly toxic or lethal by skin absorption. Density 7.8 lb / gal (less dense than water). Vapors heavier than air. Produces toxic oxides of nitrogen during combustion.

調製方法 · 2 件

Acetone cyanohydrin is formed by adding acetone to sodium or potassium cyanide in water and treating with H2S04 or by reaction of acetone with hydrogen cyanide (HSDB 1988; Windholz et al 1983). Technical acetone cyanohydrin may contain as much as 0.2% free hydrogen cyanide. U.S. production in 1984 is estimated at 546,000 tons (HSDB 1988).

純化方法Dry the cyanohydrin with Na2SO4, and distil it as rapidly as possible under vacuum to avoid decomposition. Discard fractions boiling below 78-82o/15mm. Store it in the dark. USE AN EFFICIENT FUME HOOD as HCN (POISONOUS) is always present. [Cox & Stormont Org Synth Coll.Vol. II 7 1940, Beilstein 3 H 316, 3 IV 785.]

関連反応

477 件

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