Merck
CN

M1407

Sigma-Aldrich

丙二腈

≥99%

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别名:
二氰基甲烷
线性分子式:
CH2(CN)2
CAS号:
分子量:
66.06
Beilstein:
773697
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

≥99%

bp

220 °C (lit.)

mp

30-32 °C (lit.)

密度

1.049 g/mL at 25 °C (lit.)

储存温度

2-8°C

SMILES string

N#CCC#N

InChI

1S/C3H2N2/c4-2-1-3-5/h1H2

InChI key

CUONGYYJJVDODC-UHFFFAOYSA-N

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一般描述

丙二腈,一种弱氰基碳酸,是一种反应性超高的多功能化合物。这种结晶脂肪族腈可用作合成杂环化合物和聚合物的合成砌块。

应用

丙二腈可用于:
  • 碱促进的[1,6]-萘啶水上合成。†
  • γ--酮酰胺的合成。
  • 特殊杂环药物支架(包括吡啶、1,4-二氢吡啶、苯并吡喃[2,3-b]吡啶和二氢-1,4-二噻吩骨架)的制备。

包装

玻璃瓶封装

象形图

Skull and crossbonesEnvironment

警示用语:

Danger

危险分类

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Sens. 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)

186.8 °F - closed cup

闪点(°C)

86 °C - closed cup

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

危险化学品

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Enxiang Wei et al.
Organic & biomolecular chemistry, 12(33), 6389-6392 (2014-07-11)
An efficient synthesis of γ-ketoamides was developed by the one-pot multicomponent reaction of chalcones, malononitrile and DMF (as both the reactant and solvent) in the presence of NaOH (3.0 equiv.). The reaction features high atom economy, easily available starting materials
The chemistry of malononitrile.
F Freeman
Chemical reviews, 69(5), 591-624 (1969-10-01)
High-Performance Quinoline-Malononitrile Core as a Building Block for the Diversity-Oriented Synthesis of AIEgens
Z Guo, et al.
Angewandte Chemie (International Edition in English), 59, 9812-9825 (2020)
Kamila K Mentel et al.
Nature communications, 9(1), 2903-2903 (2018-07-27)
Electron transfer reactions are arguably the simplest chemical reactions but they have not yet ceased to intrigue chemists. Charge-separation and charge-recombination reactions are at the core of life-sustaining processes, molecular electronics and solar cells. Intramolecular electron donor-acceptor systems capture the
Nikolai M Evdokimov et al.
The Journal of organic chemistry, 72(9), 3443-3453 (2007-04-06)
Heterocyclic privileged medicinal scaffolds involving pyridine, 1,4-dihydropyridine, chromeno[2,3-b]pyridine, and dihydro-1,4-dithiepine frameworks are prepared via a single-step multicomponent reaction of structurally diverse aldehydes with various thiols and malononitrile. Mechanistic studies of the synthetic pathway leading to pyridines reveal that 1,4-dihydropyridines undergo

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