2-Hydroxy-3-methylbenzonitrile

Name: 2-Hydroxy-3-methylbenzonitrile
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CAS No. 13589-71-4
Cat. No. CS-0103462
Purity≥98%
MDL No.MFCD09836340

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Hydroxy-3-methylbenzonitrile|CS-0103462

Structure of 13589-71-4

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General Information

CAS No. 13589-71-4
Cat. No. CS-0103462
Purity ≥98%
MDL No. MFCD09836340
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇NO
Molecular Weight 133.15
Synonym(s) 3-Methylhydroxy-benzonitrile
SMILES N#CC1=CC=CC(C)=C1O

Description

2-Hydroxy-3-methylbenzonitrile features a strategically positioned hydroxyl group adjacent to a nitrile moiety on a methyl-substituted benzene ring. This arrangement enables direct participation in hydrogen bonding and facilitates electrophilic substitution reactions under mild conditions. The compound exhibits enhanced solubility in polar organic solvents and maintains stability during standard bench handling.

Application

2-Hydroxy-3-methylbenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds. Its ortho-hydroxyl and nitrile groups exhibit complementary reactivity, facilitating cyclization reactions under mild conditions. The methyl substituent enhances metabolic stability and provides a handle for further functionalization, making it valuable in medicinal chemistry and API intermediate synthesis. Bench-stable and readily purified by recrystallization, it functions reliably in standard coupling and condensation workflows.

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-H319
Precautionary Statements : P264-P270-P280-P330-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-3-methylbenzonitrile

CAS No. 13589-71-4

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