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1518-16-7 - 7,7,8,8-Tetracyanoquinodimethane, 98% - TCNQ - A10779 - Alfa Aesar

A10779 7,7,8,8-Tetracyanoquinodimethane, 98%

CAS Number
1518-16-7
Synonyms
TCNQ

Size Price ($) Quantity Availability
5g 67.36
25g 211.06
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7,7,8,8-Tetracyanoquinodimethane, 98%

MDL
MFCD00011664
EINECS
216-174-8

Chemical Properties

Formula
C12H4N4
Formula Weight
204.19
Melting point
ca 288° dec.
Solubility
Insoluble in water.

Applications

7,7,8,8-Tetracyanoquinodimethane is an electron-acceptor molecule used to form charge-transfer superconductors. It is an effective catalyst used for the ?-chlorination of carboxylic acids using chlorosulfonic acid; the presence of TCNQ suppresses competing free-radical chlorination.

Notes

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents.

Literature References

K. Sutter.; J. Hulliger.; P. Günter. Photorefractive effects observed in the organic crystal 2-cyclooctylamino-5-nitropyridine doped with 7,7,8,8-tetracyanoquinodimethane. Solid State Communications. 1990, 74, (8), 867-870.

Long, R. E.; Sparks, R. A.; Trueblood, K. N. The crystal and molecular structure of 7, 7, 8, 8-tetracyanoquinodimethane. Acta Crystallographica. 1965, 18 (5), 932-939.

Electron-acceptor, forming stable radical anions: J. Am. Chem. Soc., 82, 6408 (1960); 84, 3370, 3374 (1962).

Forms charge-transfer complexes with electron-rich donors: J. Am. Chem. Soc., 95, 948 (1973).

For a review of the differences between "metallic" and "non-metallic" salts of TCNQ, see: Acc. Chem. Res., 12, 79 (1979).

Effective catalyst for the ɑ-chlorination of carboxylic acids using chlorosulfonic acid; the presence of TCNQ suppresses competing free-radical chlorination: J. Org. Chem., 48, 1364 (1983).

GHS Hazard and Precautionary Statements

Hazard Statements: H331-H302-H312

Toxic if inhaled. Harmful if swallowed. Harmful in contact with skin.

Precautionary Statements: P261-P280-P304+P340-P311-P301+P312-P312-P363-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER or doctor/physician. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Wash contaminated clothing before reuse. Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
611604
Hazard Class
6.1
Packing Group
III
Harmonized Tariff Code
2926.90
TSCA
Yes
RTECS
GU4850000

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