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Merck
CN

A10000

Sigma-Aldrich

丙酮氰醇

99%

别名:

α-羟基异丁腈, 2-羟基异丁腈

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About This Item

线性分子式:
(CH3)2C(OH)CN
CAS号:
分子量:
85.10
Beilstein:
605391
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.02

蒸汽压

0.3 psi ( 20 °C)

质量水平

方案

99%

表单

liquid

包含

H3PO4 as stabilizer (Europe)
sulfuric acid as stabilizer (US)

expl. lim.

11 %

折射率

n20/D 1.399 (lit.)

沸点

82 °C/23 mmHg (lit.)

mp

−19 °C (lit.)

密度

0.932 g/mL at 25 °C (lit.)

SMILES字符串

CC(C)(O)C#N

InChI

1S/C4H7NO/c1-4(2,6)3-5/h6H,1-2H3

InChI key

MWFMGBPGAXYFAR-UHFFFAOYSA-N

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一般描述

丙酮氰醇可用作Mitsunobu 反应中的氢氰酸源。也是甲基丙烯酰胺合成的中间体。

应用

丙酮氰醇可用作以下反应的氰化物来源:
  • 芳基卤化物、 醛类 和酒精的氰化反应。
  • 立体特异性环氧化物开环反应。
  • α-酰胺基砜的Strecker 反应,以合成 α-氨基腈。

象形图

Skull and crossbonesEnvironment

警示用语:

Danger

危险分类

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1

储存分类代码

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

闪点(°F)

167.0 °F - closed cup

闪点(°C)

75 °C - closed cup

个人防护装备

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Z I Zholdakova et al.
Gigiena i sanitariia, (8)(8), 16-18 (1994-09-01)
The study of acetone cyanohydrin (ACH) showed that it is an unstable substance. Its stability in water depends on pH of water and less so on its initial concentration; water temperature and biota are insignificant. Acetone and cyanid-ion, forming from
Regiospecific opening of 1, 2-expoxides with acetone cyanohydrin under mildly basic conditions.
Mitchell D and Koenig TM
Tetrahedron Letters, 33(23), 3281-3284 (1992)
Rondon Tosta Ramalho et al.
Acta cirurgica brasileira, 25(1), 111-116 (2010-02-04)
To evaluate the antitumor effect of acetone cyanohydrin in Ehrlich ascites tumor cells in vitro. The Ehrlich ascites tumor cells and lymphocytes were incubated with different concentrations of acetone cyanohydrin (0, 0.5, 1.0, 2.0, 10.0, 20.0 and 30.0 microg x
H Lauble et al.
Protein science : a publication of the Protein Society, 10(5), 1015-1022 (2001-04-24)
The structure and function of hydroxynitrile lyase from Manihot esculenta (MeHNL) have been analyzed by X-ray crystallography and site-directed mutagenesis. The crystal structure of the MeHNL-S80A mutant enzyme has been refined to an R-factor of 18.0% against diffraction data to
Zr (OBut)4 As an effective promoter for the Meerwein-Ponndorf-Verley alkynylation and cyanation of aldehydes: development of new asymmetric cyanohydrin synthesis.
Ooi T, et al.
Tetrahedron, 57(5), 867-873 (2001)

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