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

Basic Information

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CAS Number

1518-16-7

Molecular Formula

C12H4N4

Molecular Weight

204.19 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Nitriles

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

289°C

Boiling Point

332.67°C (rough estimate)

Flash Point

99.7 °C

Refractive Index

1.5000 (estimate)

SMILES

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C1=CC(=C(C#N)C#N)C=CC1=C(C#N)C#N

InChI

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

InChIKey

PCCVSPMFGIFTHU-UHFFFAOYSA-N

LogP

0.08232

Complexity

535

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Hazard Class

Class 6.1 Class 6.1

Stability

Stable. Incompatible with strong acids, strong bases, strong reducing agents, strong oxidizing agents.

Synonyms & References

English

1518-16-7
QUINODIMETHANE, TETRACYANO-
Propanedinitrile,2'-(2,5-cyclohexadiene-1,4-diylidene)bis-
CS-W015411
TCNQ
SB66414
2-[4-(dicyanomethyliden)cyclohexa-2,5-dien-1-yliden]propandinitril
SY009883
7,7,8,8-Tetracyano-1,4-quinodimethane
2,5-Cyclohexadiene-1,4-diylidene-alpha,alpha'-dimalononitrile
2,5-Cyclohexadiene-.delta.1,.alpha.:4,.alpha.'-dimalononitrile
NSC-105237
Tetracyanoquinodimethan(e)
HMS547F03
2,2'-(Cyclohexa-2,5-diene-1,4-diylidene)dimalononitrile
2,5-Cyclohexadiene-1,4-diylidenedimalononitrile
Q2135917
7,7,8,8-Tetracyano-1,4-quinodimethan
7,8,8'-Tetracyanoquinodimethane
1,4-Bis(dicyanomethylene)cyclohexadiene
MFCD00011664
A809224
CS-17370
T0078
Tetracyanoquinodimethane
7,7,8,8-Tetracyanoquinodimethane, 98%
7,8,8-Tetracyanoquinodimethane
Quinodimethan, tetracyano-
SCHEMBL51181
2,5-Cyclohexadiene-delta(sup 1,alpha:4,alpha)-dimalononitrile
EINECS 216-174-8

MDL Number

MFCD00011664

Customs Code

29269095

FAQ

What are the physical and chemical properties of 2,2'-(2,5-Cyclohexadiene-1,4-diylidene)dimalononitrile (CAS: 1518-16-7)?

2,2'-(2,5-Cyclohexadiene-1,4-diylidene)dimalononitrile (CAS: 1518-16-7) is a crystalline compound with a molecular weight of approximately 248.24 g/mol. This material has a low solubility in water but is soluble in organic solvents such as acetone and ethanol. It exhibits good reactivity with various nucleophiles and electrophiles, making it suitable for functionalization reactions. The compound is stable under normal conditions but should be stored in a dry, cool place away from direct sunlight.

How is 2,2'-(2,5-Cyclohexadiene-1,4-diylidene)dimalononitrile (CAS: 1518-16-7) typically synthesized?

2,2'-(2,5-Cyclohexadiene-1,4-diylidene)dimalononitrile (CAS: 1518-16-7) is commonly synthesized via the dehydration of 2,2'-(2,5-cyclohexadiene-1,4-diylidene)dilactam in the presence of a strong base like sodium hydride or potassium tert-butoxide. The reaction conditions are typically at room temperature, and the yield can reach up to 90%.

What industries use 2,2'-(2,5-Cyclohexadiene-1,4-diylidene)dimalononitrile (CAS: 1518-16-7)?

2,2'-(2,5-Cyclohexadiene-1,4-diylidene)dimalononitrile (CAS: 1518-16-7) is used in the pharmaceutical industry for the synthesis of certain drug intermediates. It also finds application in the production of functional polymers and as a precursor in the development of organic electronics, such as sensors and semiconductors.

What precautions should be taken when handling 2,2'-(2,5-Cyclohexadiene-1,4-diylidene)dimalononitrile (CAS: 1518-16-7)?

When handling 2,2'-(2,5-Cyclohexadiene-1,4-diylidene)dimalononitrile (CAS: 1518-16-7), it is important to wear appropriate personal protective equipment (PPE), including gloves, safety glasses, and a lab coat. This material should be stored in a well-ventilated area and handled under a fume hood to minimize exposure. In case of a spill, it should be cleaned up according to the safety data sheet (SDS) guidelines. Always refer to the SDS for detailed safety information.