2-Hydroxy-5-methylbenzonitrile

Name: 2-Hydroxy-5-methylbenzonitrile
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CAS No. 51282-90-7
Cat. No. CS-0100681
Molecule weight133.15
Purity≥98%
MDL No.None

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2-Hydroxy-5-methylbenzonitrile|CS-0100681

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General Information

CAS No. 51282-90-7
Cat. No. CS-0100681
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇NO
Molecular Weight 133.15
Synonym(s) 5-Methyl-2-hydroxybenzonitrile
SMILES N#CC1=CC(C)=CC=C1O

Description

2-Hydroxy-5-methylbenzonitrile features a hydroxyl group ortho to a nitrile, with a methyl substituent at the para position. This arrangement imparts enhanced solubility in polar organic solvents and stabilizes the phenolic functionality under standard bench conditions. The molecule integrates readily into heterocyclic synthesis and serves as a building block for bioactive scaffolds.

Application

2-Hydroxy-5-methylbenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the phenolic hydroxyl and nitrile groups. Its ortho-hydroxy-nitrile motif provides compatibility with standard coupling reactions, protecting group strategies, and heterocycle formation. The methyl substituent enhances metabolic stability and modulates electronic properties, offering favorable reactivity for downstream derivatization in multi-step syntheses. Bench-stable and readily purified by recrystallization or chromatography, it functions reliably in routine laboratory workflows.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 3439
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

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Computational Chemistry Data

TPSA 44.02
LogP 1.5723
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Hydroxy-5-methylbenzonitrile

CAS No. 51282-90-7

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