Tetracyanoquinodimethane

Tetracyanoquinodimethane (TCNQ)

Sample of TCNQ
Names
Preferred IUPAC name 2,2′-(Cyclohexa-2,5-diene-1,4-diylidene)dipropanedinitrile
Other names (2,5-Cyclohexadiene-1,4-diylidene) -dimalononitrile, 7,7,8,8-Tetracyanoquinodimethane
Identifiers
CAS Number	1518-16-7 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:52445 Y
ChemSpider	66342 Y
ECHA InfoCard	100.014.704
EC Number	216-174-8
PubChem CID	73697
UNII	HC6FB4H2KW Y
CompTox Dashboard (EPA)	DTXSID5061748
InChI InChI=1S/C12H4N4/c13-5-11(6-14)9-1-2-10(4-3-9)12(7-15)8-16/h1-4H Y Key: PCCVSPMFGIFTHU-UHFFFAOYSA-N Y InChI=1S/C12H4N4/c13-5-11(6-14)9-1-2-10(4-3-9)12(7-15)8-16/h1-4H
SMILES c1cc(=C(C#N)C#N)ccc1=C(C#N)C#N
Properties
Chemical formula	C12H4N4
Molar mass	204.192 g·mol−1
Appearance	green colored powder or orange crystals
Melting point	293.5 to 296 °C (560.3 to 564.8 °F; 566.6 to 569.1 K)
Boiling point	Sublimes
Hazards
GHS labelling:[1]
Pictograms
Signal word	Danger
Hazard statements	H302, H311, H312, H331
Precautionary statements	P261, P264, P270, P271, P280, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P311, P312, P321, P322, P330, P361, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Tetracyanoquinodimethane (TCNQ) is an organic compound with the chemical formula (N≡C−)₂C=C₆H₄=C(−C≡N)₂. It is an orange crystalline solid. This cyanocarbon, a relative of para-quinone, is an electron acceptor that is used to prepare charge transfer salts, which are of interest in molecular electronics.