Methyl 4-chloro-2-hydroxybenzoate

Name: Methyl 4-chloro-2-hydroxybenzoate
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CAS No. 22717-55-1
Cat. No. CS-0037284
Purity≥95%
MDL No.MFCD03407436

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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 4-chloro-2-hydroxybenzoate|CS-0037284

Structure of 22717-55-1

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General Information

CAS No. 22717-55-1
Cat. No. CS-0037284
Purity ≥95%
MDL No. MFCD03407436
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClO₃
Molecular Weight 186.59
Synonym(s) Methyl 4-chlorosalicylate
SMILES COC(=O)C1=CC=C(C=C1O)Cl

Description

Methyl 4-chloro-2-hydroxybenzoate features a strategically positioned chloro group at the para position relative to the hydroxyl, enhancing electrophilic reactivity while maintaining stability under standard conditions. The ester functionality enables direct incorporation into synthetic sequences without derivatization. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and functionalized aromatics, particularly in medicinal chemistry applications requiring halogenated phenolic motifs.

Application

Methyl 4-chloro-2-hydroxybenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzene scaffolds. The ortho-hydroxyl group facilitates direct coupling reactions or metal-catalyzed transformations, while the methyl ester offers a handle for selective reduction or hydrolysis. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for multi-step syntheses requiring robust reactivity and predictable transformation pathways.

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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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 4-chloro-2-hydroxybenzoate

CAS No. 22717-55-1

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