Adiponitrile

Jump to: navigation, search
Template:Chembox E numberTemplate:Chembox SolubilityInWater
Adiponitrile
IUPAC name Hexanedinitrile
Other names 1,4-Dicyanobutane, Adipic acid dinitrile, Adipic acid nitrile, Hexanedioic acid dinitrile, Adipyldinitrile, Nitrile adipico, Tetramethylene cyanide, Tetramethylene dicyanide, UN 2205
Identifiers
3D model (JSmol)
ECHA InfoCard Lua error in Module:Wikidata at line 879: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 879: attempt to index field 'wikibase' (a nil value).
Properties
C6H8N2
Molar mass 108.14 g/mol
Appearance Colourless
Density 0.97 g/cm3
Melting point
Boiling point
Vapor pressure 0.003 hPa (20 °C)
Hazards
Main hazards Toxic, irritant
R-phrases R23, R25, R36, R38
S-phrases S26, S37, S45
Flash point {{{value}}}
Explosive limits 1.7 - 4.9 %V
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]


Adiponitrile is the chemical compound with the formula (CH2)4(CN)2. This dinitrile is an important precursor to the polymer nylon 6.6.

Because of the industrial value of adiponitrile, many routes have been developed for its synthesis. In one method, acrylonitrile is dimerized via electrosynthesis:

2 CH2CHCN + 2 e- + 2 H+ → NCCH2CH2CH2CH2CN

It has also been prepared by the nickel-catalysed hydrocyanation of butadiene:

2 CH2CHCHCH2 + 2 HCN → NCCH2CH2CH2CH2CN

Adiponitrile can be hydrogenated to 1,6-diaminohexane and hydrolysed to adipic acid.

External links


de:Adiponitril it:Adiponitrile fi:Adiponitriili



Linked-in.jpg