Skip to Content
Merck

157635

7,7,8,8-Tetracyanoquinodimethane

98%

Synonym(s):

(2,5-Cyclohexadiene-1,4-diylidene)-dimalononitrile, TCNQ

Sign In to View Organizational & Contract Pricing.

Select a Size

All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C12H4N4
CAS Number:
1518-16-7
Molecular Weight:
204.19
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
24849689
EC Number:
216-174-8
Beilstein/REAXYS Number:
1427366
MDL number:
MFCD00011664

Product Name

7,7,8,8-Tetracyanoquinodimethane, 98%

InChI key

PCCVSPMFGIFTHU-UHFFFAOYSA-N

InChI

1S/C12H4N4/c13-5-11(6-14)9-1-2-10(4-3-9)12(7-15)8-16/h1-4H

SMILES string

N#C\C(C#N)=C1/C=C\C(C=C1)=C(/C#N)C#N

assay

98%

form

solid

mp

287-289 °C (dec.) (lit.)

orbital energy

LUMO 4.6 eV 

semiconductor properties

N-type (mobility=10−5 cm2/V·s)

Quality Level

200

Gene Information

human ... CAPN1(823)
rat ... Capn1(29153), Nos1(24598)

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Electron-acceptor molecule used to form charge-transfer superconductors.
Tetrathiotetracene (TTT) and TNCQ can be thermally co-deposited to form n-type thin films with a power factor of 0.33 μWm-1K-2 and an electrical conductivity of 57 Sm-1 to fabricate thin film organic thermoelectric generators. It can be used to functionalize chemical vapor deposited (CVD) graphene and form a p-doped nanocomposite that finds potential application as a conductive anode for organic solar cells (OSCs). Electrochemical sensors can be developed by using TNCQ and graphene oxide to form a glassy electrode for the detection of reduced glutathione (GSH).

General description

7,7,8,8-Tetracyanoquinodimethane (TNCQ) is a strong electron acceptor as it has four cyano groups and π-conjugation bonds that form charge transferring chains and ion radical salts which are mainly used as p-dopants for the fabrication of a variety of semiconductor applications.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000517169
0000517169
0000491032
0000491032
0000482110

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

Characterisation of two distinctly different processes associated with the electrocrystallization of microcrystals of phase I CuTCNQ (TCNQ= 7, 7, 8, 8-tetracyanoquinodimethane)
Harris, Alexander R., et al.
Journal of Materials Chemistry, 16(45), 4397-4406 (2006)
Rajsapan Jain et al.
Nature, 445(7125), 291-294 (2007-01-19)
For over two decades there have been intense efforts aimed at the development of alternatives to conventional magnets, particularly materials comprised in part or wholly of molecular components. Such alternatives offer the prospect of realizing magnets fabricated through controlled, low-temperature
Liang Pan et al.
Nature communications, 11(1), 1332-1332 (2020-03-14)
Compared to transmission systems based on shafts and gears, tendon-driven systems offer a simpler and more dexterous way to transmit actuation force in robotic hands. However, current tendon fibers have low toughness and suffer from large friction, limiting the further
Glassy carbon electrode modified with 7, 7, 8, 8-tetracyanoquinodimethane and graphene oxide triggered a synergistic effect: Low-potential amperometric detection of reduced glutathione.
Yuan B, et al.
Biosensors And Bioelectronics, 96(5), 1-7 (2017)
Nasiba Abdurakhmanova et al.
Nature communications, 3, 940-940 (2012-07-05)
Controlling supramolecular self-assembly is a fundamental step towards molecular nanofabrication, which involves a formidable reverse engineering problem. It is known that a variety of structures are efficiently obtained by assembling appropriate organic molecules and transition metal atoms on well-defined substrates.
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