2-Hydroxy-4-methyk-benzonitrile

CAS No. 18495-14-2
Cat. No. CS-W023066
Purity≥98%
MDL No.MFCD02261941

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2-Hydroxy-4-methyk-benzonitrile|CS-W023066

Structure of 18495-14-2

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Description

2-Hydroxy-4-methoxybenzonitrile features a phenolic hydroxyl group flanked by a methoxy substituent and a nitrile function, enabling its use in synthesizing bioactive heterocycles. The ortho-hydroxy motif facilitates chelation or intramolecular hydrogen bonding, enhancing reactivity in transition metal-catalyzed couplings. This bench-stable compound integrates readily into pharmaceutical intermediates requiring polar, electron-rich aromatic scaffolds.

Application

2-Hydroxy-4-methylbenzonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds. Its ortho-hydroxyl and para-methyl groups provide favorable regioselectivity in electrophilic substitution and coupling reactions, while the nitrile functionality offers reliable transformation into carboxylic acids or amidines. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses requiring functional group tolerance and predictable reactivity.

General Information

CAS No. 18495-14-2
Cat. No. CS-W023066
Purity ≥98%
MDL No. MFCD02261941
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇NO
Molecular Weight 133.15
Synonym(s) 2-Hydroxy-4-methylbenzonitrile
SMILES N#CC1=CC=C(C)C=C1O

Computational Chemistry Data

TPSA 44.02
LogP 1.5723
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Hydroxy-4-methyk-benzonitrile

CAS No. 18495-14-2

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