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Sigma-Aldrich

4,4′-Biphenyldicarbonitrile

97%

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About This Item

Linear Formula:
NCC6H4C6H4CN
CAS Number:
Molecular Weight:
204.23
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

mp

236-240 °C (lit.)

SMILES string

N#Cc1ccc(cc1)-c2ccc(cc2)C#N

InChI

1S/C14H8N2/c15-9-11-1-5-13(6-2-11)14-7-3-12(10-16)4-8-14/h1-8H

InChI key

KAXYYLCSSXFXKR-UHFFFAOYSA-N

General description

4,4′-Biphenyldicarbonitrile (BPCN), also known as 4,4′-dicyanobiphenyl, is a para-disubstituted biphenyl. It can be prepared from benzidine dihydrochloride.3 BPCN belongs to the monoclinic crystal system and P21 space group.

Application

4,4′-Biphenyldicarbonitrile (BPCN, 4,4′-dicyanobiphenyl) may be used in the preparation of:
  • [Ag(BPCN)2]PF6 (PF6=Hexafluorophosphate)
  • 4,4′-diphenacetylbiphenyl
  • triazine-framework-based porous membranes (TFMs)

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Crystallization of 4,4?-biphenyldicarbonitrile with silver (I) salts: a change in topology concomitant with a change in counterion leading to a ninefold diamondoid network.
Hirsch KA, et al.
Journal of the Chemical Society. Chemical Communications, 21, 2199-2200 (1995)
A superacid-catalyzed synthesis of porous membranes based on triazine frameworks for CO2 separation.
Zhu X, et al.
Journal of the American Chemical Society, 134(25), 10478-10484 (2012)
Bistetracyclones? and ?Bishexaphenylbenzenes.
Ogliaruso MA, et al.
The Journal of Organic Chemistry, 28(10), 2725-2728 (1963)
4, 4?-Dicyanobiphenyl.
Britton D and Young Jr VG.
Acta Crystallographica Section E, Structure Reports Online, 59(11), o1849-o1851 (2003)

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