Ethyl 5-chloro-2-methylbenzoate

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

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Ethyl 5-chloro-2-methylbenzoate|CS-0151845

Structure of 56427-54-4

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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

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.

Synthesis

Route1
- 64-17-5
- In-stock
  
  7499-06-1
- ~89%
- In-stock
  
  56427-54-4
References
- PFIZER PRODUCTS INC. Patent: WO2004/48334 A1, 2004 ; Location in patent: Page 147-149 ; WO 2004/048334 A1

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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Computational Chemistry Data

TPSA 26.3
LogP 2.82512
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

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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