Methyl 3-chloro-2-hydroxybenzoate

Name: Methyl 3-chloro-2-hydroxybenzoate
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CAS No. 52159-67-8
Cat. No. CS-W006044
Purity≥97%
MDL No.MFCD00128116

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Methyl 3-chloro-2-hydroxybenzoate|CS-W006044

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General Information

CAS No. 52159-67-8
Cat. No. CS-W006044
Purity ≥97%
MDL No. MFCD00128116
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClO₃
Molecular Weight 186.59
Synonym(s) METHYL-3-CHLORO-2-HYDROXYBENZOATE
SMILES C1=C(C(=C(Cl)C=C1)O)C(=O)OC

Description

Methyl 3-chloro-2-hydroxybenzoate features a chlorinated aromatic ring with ortho-hydroxyl and ester functionalities, enabling direct incorporation into bioactive scaffolds. The hydroxyl group facilitates hydrogen bonding in molecular recognition, while the methyl ester provides a handle for selective derivatization under mild conditions. This compound exhibits enhanced solubility in organic solvents compared to its parent acid, streamlining purification and reaction monitoring.

Application

Methyl 3-chloro-2-hydroxybenzoate serves as a versatile building block in medicinal chemistry and synthetic organic workflows. The ortho-hydroxyl group enables direct functionalization or coordination in transition metal catalysis, while the methyl ester provides a handle for selective hydrolysis or coupling reactions. The chlorine substituent offers moderate electrophilic reactivity, facilitating nucleophilic substitution under controlled conditions. Its bench-stable nature and compatibility with standard purification methods make it well-suited for multi-step synthesis of heterocyclic scaffolds and bioactive molecules.

Safety Information

Download SDS

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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Computational Chemistry Data

TPSA 46.53
LogP 1.8322
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 3-chloro-2-hydroxybenzoate

CAS No. 52159-67-8

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