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Sigma-Aldrich

4,4′-Biphenyldicarbonitrile

97%

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About This Item

Linear Formula:
NCC6H4C6H4CN
CAS Number:
1591-30-6
Molecular Weight:
204.23
EC Number:
216-468-6
MDL number:
MFCD00013805
UNSPSC Code:
12352100
PubChem Substance ID:
24878764
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
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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