4-(Cyanomethyl)benzonitrile

Basic Information

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CAS Number

876-31-3

Molecular Formula

C9H6N2

Molecular Weight

17.03 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Nitriles

Basic Physical Properties

Melting Point

100-104 °C

Boiling Point

180-181℃

Density

1.056

Flash Point

71°(160°F)

Refractive Index

1.499

SMILES

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N#CCc1ccc(C#N)cc1

InChI

InChI=1S/C9H6N2/c10-6-5-8-1-3-9(7-11)4-2-8/h1-4H,5H2

InChIKey

QILKKAFYAFEWGU-UHFFFAOYSA-N

LogP

0.16199999999999998

Topological Polar Surface Area

35.0 Å²

Hydrogen Bond Donor/Acceptor

3 / 1

Complexity

206

Safety Information

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GHS Hazard Pictograms

H302

H312

H332

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H312 Harmful in contact with skin
Acute toxicity, dermal

H332 Harmful if inhaled
Acute toxicity, inhalation

Synonyms & References

English

4-Cyanomethylbenzonitrile
4-Cyanophenylacetonitrile
4-(Cyanomethyl)benzonitrile
4-CYANOPHENYLACETONITRILE 97
Benzeneacetonitrile, 4-cyano-
p-Tolunitrile, .alpha.-cyano-
p-Cyanobenzylcyanide
4-cyanobenzeneacetonitrile
.alpha.-Cyano-p-tolunitrile
QILKKAFYAFEWGU-UHFFFAOYSA-N
NSC97215
4-Cyanbenzylcyanide
.alpha.,4-Dicyanotoluene
Benzeneacetonitrile,4-cyano-
4-(cyanomethyl) benzonitrile
KSC658O8L
4-(Cyanomethyl)benzonitrile #
Z
4-Cyanobenzeneacetonitrile (ACI)
p-Tolunitrile, α-cyano- (7CI, 8CI)
(p-Cyanophenyl)acetonitrile
1-Cyano-4-(cyanomethyl)benzene
4-Cyanobenzyl cyanide
NSC 97215
α-Cyano-p-tolunitrile
α-Cyano-p-toluonitrile

MDL Number

MFCD00060305

Customs Code

2926909090

FAQ

What are the physical and chemical properties of 4-(Cyanomethyl)benzonitrile (CAS: 876-31-3)?

4-(Cyanomethyl)benzonitrile is a crystalline solid with a molecular weight of approximately 147.14 g/mol. It is slightly soluble in water but miscible with common organic solvents like ethanol and acetone. This compound is moderately reactive, particularly towards nucleophiles, and can undergo substitution and addition reactions. Its physical properties include a melting point of 71-72°C and a density of 1.11 g/cm³.

How is 4-(Cyanomethyl)benzonitrile (CAS: 876-31-3) typically synthesized?

4-(Cyanomethyl)benzonitrile can be synthesized via the cyanation of 4-methylbenzyl alcohol. This process involves treating the alcohol with a cyanide source, such as sodium cyanide, in the presence of a catalyst like tetrabutylammonium chloride. The reaction conditions are typically carried out in an aprotic solvent at room temperature, yielding a high purity product with good selectivity and yield.

What industries use 4-(Cyanomethyl)benzonitrile (CAS: 876-31-3)?

4-(Cyanomethyl)benzonitrile is primarily used in the pharmaceutical industry for the synthesis of certain drugs, particularly those requiring intermediate nitrile functionalities. It also finds applications in the polymer industry for the modification of polymer properties, and in the sensor sector for the development of chemical sensors. This compound is less commonly used in semiconductors, but may be utilized in specific applications due to its reactivity.

What precautions should be taken when handling 4-(Cyanomethyl)benzonitrile (CAS: 876-31-3)?

When handling 4-(Cyanomethyl)benzonitrile, it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. Work in a well-ventilated area or a fume hood to minimize inhalation risk. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and safety information.