M1407
Malononitrile
≥99%
Synonyme(s) :
Dicyanomethane
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A propos de cet article
Formule linéaire :
CH2(CN)2
Numéro CAS:
Poids moléculaire :
66.06
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-703-2
Beilstein/REAXYS Number:
773697
MDL number:
Assay:
≥99%
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≥99%
bp
220 °C (lit.)
mp
30-32 °C (lit.)
density
1.049 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
N#CCC#N
InChI
1S/C3H2N2/c4-2-1-3-5/h1H2
InChI key
CUONGYYJJVDODC-UHFFFAOYSA-N
General description
Malononitrile, a weak cyanocarbon acid, is a versatile compound with exceptional reactivity. This crystalline aliphatic nitrile is used as a building block to synthesize heterocyclic compounds and polymers
Application
Malononitrile may be used in the:
- base-promoted on-water synthesis of [1,6]-naphthyridines.†
- synthesis of γ-ketoamides.
- preparation of heterocyclic privileged medicinal scaffolds involving pyridine, 1,4-dihydropyridine, chromeno[2,3-b]pyridine and dihydro-1,4-dithiepine frameworks.
Packaging
Packaged in glass bottles
signalword
Danger
Hazard Classifications
Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Sens. 1
Classe de stockage
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
186.8 °F - closed cup
flash_point_c
86 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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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