Ethyl 5-chloro-2-methylbenzoate

Name: Ethyl 5-chloro-2-methylbenzoate
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CAS No. 56427-54-4
Cat. No. CS-0151845
Purity≥98%
MDL No.MFCD11226198

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Ethyl 5-chloro-2-methylbenzoate|CS-0151845

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Description

Ethyl 5-chloro-2-methylbenzoate is a bench-stable, moisture-tolerant ester featuring a chlorinated aromatic ring with strategically positioned methyl and ethoxycarbonyl groups. This electron-deficient scaffold enables direct incorporation into cross-coupling reactions and serves as a key building block in medicinal chemistry for synthesizing bioactive heterocycles.

Application

Ethyl 5-chloro-2-methylbenzoate serves as a versatile building block in medicinal chemistry and synthetic organic synthesis. Its ortho-methyl and meta-chloro substituents provide predictable electronic and steric control, enabling selective functionalization at the ester or aromatic ring. The compound exhibits excellent bench stability, facilitates straightforward purification by distillation or column chromatography, and participates reliably in palladium-catalyzed cross-coupling reactions. It functions as a key intermediate in the construction of substituted benzimidazoles, heterocyclic scaffolds, and API precursors requiring controlled regiochemistry.

General Information

CAS No. 56427-54-4
Cat. No. CS-0151845
Purity ≥98%
MDL No. MFCD11226198
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₁ClO₂
Molecular Weight 198.65
Synonym(s) Benzoic acid, 5-chloro-2-methyl-, ethyl ester
SMILES CCOC(=O)C1=C(C)C=CC(=C1)Cl

Computational Chemistry Data

TPSA 26.3
LogP 2.82512
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Safety Information

Download SDS

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

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Ethyl 5-chloro-2-methylbenzoate

CAS No. 56427-54-4

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