157635
7,7,8,8-Tetracyanoquinodimethane
98%
Synonym(s):
(2,5-Cyclohexadiene-1,4-diylidene)-dimalononitrile, TCNQ
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About This Item
Empirical Formula (Hill Notation):
C12H4N4
CAS Number:
Molecular Weight:
204.19
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
216-174-8
Beilstein/REAXYS Number:
1427366
MDL number:
Quality Level
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)
SMILES string
N#C\C(C#N)=C1/C=C\C(C=C1)=C(/C#N)C#N
InChI
1S/C12H4N4/c13-5-11(6-14)9-1-2-10(4-3-9)12(7-15)8-16/h1-4H
InChI key
PCCVSPMFGIFTHU-UHFFFAOYSA-N
Gene Information
human ... CAPN1(823)
rat ... Capn1(29153), Nos1(24598)
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.
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).
signalword
Danger
hcodes
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
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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