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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 87
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
- 貯蔵温度
- Refrigerator
- 溶解性
- 水、アルコール、エーテルによく溶ける。石油エーテルにわずかに溶ける
- 酸解離定数(Pka)
- 11.45 · 11.45±0.29(Predicted)
- 外見
- 液体
- 色
- 無色透明~黄色
- 爆発限界(explosive limit)
- 11 % · 11%
- 水溶解度
- 混和性
- Merck
- 13 · 13,68
- Henry's Law Constant
- 8 · 8.0×101 mol/(m3Pa) at 25℃, HSDB (2015)
- InChI
- 1S/C4H7NO/c1-4(2,6)3-5/h6H,1-2H3
- InChIKey
- MWFMGBPGAXYFAR-UHFFFAOYSA-N
- SMILES
- CC(C)(O)C#N
- CAS データベース
- 75 · 75-86-5(CAS DataBase Reference)
- NISTの化学物質情報
- 2 · Propanenitrile, 2-hydroxy-2-methyl-(75-86-5)
- EPAの化学物質情報
- Acetone cyanohydrin (75-86-5)
- ECETOC JACC REPORT
- Acetone cyanohydrin (75-86-5)
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)
- PRTR法
- 1-14
- hs_code
- 29269095
- risk_code
- 26/27/28-50-50/53
- 安衛法
- 57,57-2
- 消防法
- 危-4-3-S-III
- hazard_code
- T+,N
- safety_code
- 27-45-60-61-7/9
- hazard_class
- 6.1
- packing_group
- I
- 毒劇物取締法
- I
- Hazard Classifications
- Acute Tox. 1 DermalAcute Tox. 2 InhalationAcute Tox. 2 OralAquatic Acute 1Aquatic Chronic 1
- ストレージクラス
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- 有毒物質データの
- 75-86-5(Hazardous Substances Data)
化学と産業
応用分野
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
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.]
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