157635

7,7,8,8-Tetracyanoquinodimethane

98%

• Synonym(s): (2,5-Cyclohexadiene-1,4-diylidene)-dimalononitrile, TCNQ
• Empirical Formula (Hill Notation): C₁₂H₄N₄
• CAS Number: 1518-16-7
• Molecular Weight: 204.19
• Beilstein: 1427366
• EC Number: 216-174-8
• MDL number: MFCD00011664
• UNSPSC Code: 12352103
• PubChem Substance ID: 24849689
• NACRES: NA.23

Properties

• 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)

Description

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).

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301 + H311 + H331
• Precautionary Statements: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 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