Isophthalonitrile

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Isophthalonitrile
1,3-dicyanobenzene.svg
Names
Preferred IUPAC name
Benzene-1,3-dicarbonitrile
Other names
1,3-Dicyanobenzene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.009.940 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 210-933-7
PubChem CID
RTECS number
  • CZ1900000
UNII
UN number 2811 3276
  • InChI=1S/C8H4N2/c9-5-7-2-1-3-8(4-7)6-10/h1-4H
    Key: LAQPNDIUHRHNCV-UHFFFAOYSA-N
  • C1=CC(=CC(=C1)C#N)C#N
Properties
C8H4N2
Molar mass 128.134 g·mol−1
Melting point 162–163 °C (324–325 °F; 435–436 K)
Boiling point 288 °C (550 °F; 561 K)
Hazards
GHS labelling:
GHS-pictogram-exclam.svg
Warning
H302, H332
P261, P264, P270, P271, P301+P312, P304+P312, P304+P340, P312, P330, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Isophthalonitrile is an organic compound with the formula C6H4(CN)2. Two other isomers exist, phthalonitrile and terephthalonitrile. All three isomers are produced commercially by ammoxidation of the corresponding xylene isomers. Isophthalonitrile is a colorless or white solid with low solubility in water. [1] Hydrogenation of isophthalonitrile affords m-xylylenediamine, a curing agent in epoxy resins and a component of some urethanes.

Safety

The LD50 of isophthalonitrile is 288 mg/kg (rat, oral).

References

  1. ↑ Pollak, Peter; Romeder, Gérard; Hagedorn, Ferdinand; Gelbke, Heinz-Peter (2000). "Nitriles". Ullmann's Encyclopedia of Industrial Chemistry . Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_363. ISBN   3527306730.
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