Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

391980

Sigma-Aldrich

1,2,4,5-Tetracyanobenzene

97%

Synonym(s):

1,2,4,5-Benzenetetracarbonitrile, Pyromellitic acid tetranitrile

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
C6H2(CN)4
CAS Number:
712-74-3
Molecular Weight:
178.15
Beilstein:
1875027
MDL number:
MFCD00043481
UNSPSC Code:
12352100
PubChem Substance ID:
24864415
NACRES:
NA.22

Assay

97%

form

solid

mp

265-268 °C (lit.)

solubility

acetone: soluble 25 mg/mL, clear, colorless to yellow

functional group

nitrile

SMILES string

N#Cc1cc(C#N)c(cc1C#N)C#N

InChI

1S/C10H2N4/c11-3-7-1-8(4-12)10(6-14)2-9(7)5-13/h1-2H

InChI key

FAAXSAZENACQBT-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

1,2,4,5-Tetracyanobenzene (TCNB, TCB) is a tetra substituted benzene. The IR and raman spectra of TCNB and its 1:1 complex with durene has been recorded. The time-resolved linear dichroism spectroscopic study of hexamethylbenzene-1,2,4,5-tetracyanobenzene charge-transfer complex has been investigated. The influence of magnetic field on the charge-transfer fluorescence of 1,2,4,5-tetracyanobenzene-doped poly(N-vinylcarbazole) thin film has been studied.

Application

1,2,4,5-Tetracyanobenzene (TCB, TCNB) is suitable reagent used in the synthesis of o-3,4-dimethyltetrathiafulvalene (o-Me2TTF)-1,2,4,5-tetracyanobenzene (TCNB) 1:1 complex and radiative exciplexes of TCB in non-polar solvents.

1,2,4,5-Tetracyanobenzene (Pyromellitic acid tetranitrile, PMTN, TCB, TCNB, 1,2,4,5-benzenetetracarbonitrile ) may be used in the following studies:
  • Solid-state diffusion of TCNB into 9-methylanthracene molecular crystal nanorods forming cocrystal nanorods.
  • Synthesis of copper polyphthalocyanine (CuPPC) thin films, an elementoorganic semiconductor.
  • Preparation of charge transfer (CT) nanocrystallites which may have a potential use in nanofluidics to observe the rotational motion of nanoobjects.
  • Hydrothermal synthesis of Co2(terpy)2(btec)•H2O (terpy = 2,2′:6′,2"-terpyridine, btec = 1,2,4,5-benzenetetracarboxylate).

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300,H311 + H331

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BGBB7993V
BGBB4344V
04412TH
07112MH
00214JE

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Application of time-resolved linear dichroism spectroscopy: Relaxation of excited hexamethylbenzene/1, 2, 4, 5-tetracyanobenzene charge-transfer complexes.
Arnold BR, et al.
The Journal of Physical Chemistry A, 105(3), 537-543 (2001)
Xin Ye et al.
Nature communications, 10(1), 761-761 (2019-02-17)
Organic cocrystals possess valuable properties owing to the synergistic effect of the individual components. However, the growth of molecular cocrystals is still in its primary stage. Here we develop a microspacing in-air sublimation method to grow organic cocrystals, and furthermore
Radiative exciplexes of 1, 2, 4, 5-Tetracyanobenzene with sterically hindered alkylbenzenes.
Zhou J, et al.
The Journal of Physical Chemistry A, 107(40), 8319-8326 (2003)
Nanosized crystallites of charge-transfer complex of 9-methylanthracene and 1, 2, 4, 5-tetracyanobenzene for bright and optically anisotropic fluorescent probes.
Hosaka N, et al.
Applied Physics Letters, 92(11), 113305-113305 (2008)
Hydrothermal Synthesis of a 3D Polymeric Cobalt (II) Carboxylate Derivative from 1, 2, 4, 5-Benzenetetracarbonitrile.
Sun B, et al.
Zeitschrift fur Anorganische und Allgemeine Chemie, 635(15), 2375-2377 (2009)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service