4-(imidazol-1-ylmethyl)benzonitrile

Basic Information

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CAS Number

112809-54-8

Molecular Formula

C11H9N3

Molecular Weight

17.03 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Nitriles

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

102.5-103.5

SMILES

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C1=CC(=CC=C1CN2C=CN=C2)C#N

InChI

InChI=1S/C11H9N3/c12-7-10-1-3-11(4-2-10)8-14-6-5-13-9-14/h1-6,9H,8H2

InChIKey

LUSFCTSUDCCYLQ-UHFFFAOYSA-N

LogP

0.16199999999999998

Topological Polar Surface Area

35.0 Å²

Hydrogen Bond Donor/Acceptor

3 / 1

Complexity

222

Synonyms & References

English

DTXSID80361242
SY167915
CHEMBL349822
BS-14392
4-(imidazol-1-ylmethyl)benzonitrile
W-204801
1-(4-Cyanobenzyl)-1H-imidazole
1-(4-cyanobenzyl)-imidazole
MFCD08060525
PD181531
CHEBI:194817
112809-54-8
UNII-MAT6XRA834
1-(4-cyanobenzyl)imidazole
LUSFCTSUDCCYLQ-UHFFFAOYSA-N
4-[(1H-imidazol-1-yl)methyl]benzonitrile
FT-0736849
AKOS000117934
SCHEMBL771716
4-((1H-imidazol-1-yl)methyl)benzonitrile
W18957
EN300-27485
4-(1H-imidazol-1-ylmethyl)benzonitrile
4-(Imidazol-1-ylmethyl)benzenecarbonitrile
4-Imidazol-1-ylmethyl-benzonitrile
BDBM50008733
4-[(1-Imidazolyl)methyl]benzonitrile
Benzonitrile, 4-(1H-imidazol-1-ylmethyl)-
CCG-357886
CS-0157538
A907627

MDL Number

MFCD08060525

Customs Code

2933290090

FAQ

What are the physical and chemical properties of 4-(imidazol-1-ylmethyl)benzonitrile (CAS: 112809-54-8)?

4-(imidazol-1-ylmethyl)benzonitrile is a white crystalline solid with a molecular weight of approximately 215.17 g/mol. It has a low solubility in water but is soluble in common organic solvents like acetone, acetonitrile, and dimethylformamide. The compound is moderately reactive and can undergo nucleophilic substitution and condensation reactions. It has a melting point of 178-179°C and a boiling point of around 260°C under reduced pressure.

How is 4-(imidazol-1-ylmethyl)benzonitrile (CAS: 112809-54-8) typically synthesized?

4-(imidazol-1-ylmethyl)benzonitrile is typically synthesized by the reaction of 4-bromoaniline with imidazole in the presence of a base such as potassium carbonate or lithium hydroxide. The reaction involves a nucleophilic substitution followed by a condensation step. The yield can be improved by using a phase-transfer catalyst like tetrabutylammonium hydroxide and performing the reaction under reflux conditions.

What industries use 4-(imidazol-1-ylmethyl)benzonitrile (CAS: 112809-54-8)?

4-(imidazol-1-ylmethyl)benzonitrile is used in various industries, including pharmaceuticals, where it serves as a precursor for the synthesis of certain drugs. It is also used in the development of sensors and semiconductors due to its functional groups that can participate in various chemical reactions. In polymers, it can act as a stabilizer or a reactive monomer. Its use in these industries highlights its versatility in chemical applications.

What precautions should be taken when handling 4-(imidazol-1-ylmethyl)benzonitrile (CAS: 112809-54-8)?

When handling 4-(imidazol-1-ylmethyl)benzonitrile, it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or under a fume hood to minimize exposure to the compound. Spills should be managed using appropriate absorbents, and the area should be cleaned with water and detergent. In case of skin contact, wash with copious amounts of water. Always consult a safety data sheet (SDS) for specific guidelines and emergency procedures.