2-Chloro-4-(methoxycarbonyl)benzoic acid

Name: 2-Chloro-4-(methoxycarbonyl)benzoic acid
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CAS No. 431888-57-2
Cat. No. CS-W021645
Purity≥97%
MDL No.None

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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2-Chloro-4-(methoxycarbonyl)benzoic acid|CS-W021645

Structure of 431888-57-2

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General Information

CAS No. 431888-57-2
Cat. No. CS-W021645
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇ClO₄
Molecular Weight 214.60
Synonym(s) 2-Chloro-4-(methoxycarbonyl)
SMILES COC(=O)C1=CC(Cl)=C(C=C1)C(O)=O

Description

2-Chloro-4-(methoxycarbonyl)benzoic acid features a strategically positioned chloro group and ester-functionalized carboxylic acid, enabling direct integration into pharmaceutical intermediates. This electron-deficient aromatic scaffold facilitates efficient coupling reactions under standard conditions.

Application

2-Chloro-4-(methoxycarbonyl)benzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinolines, and other heterocyclic scaffolds. The ortho-chloro and ester functionalities offer complementary reactivity for palladium-catalyzed coupling and selective hydrolysis, respectively. Its bench-stable crystalline form facilitates handling and purification, while the carboxylic acid group allows direct derivatization or activation for amide bond formation in peptide-like architectures.

Synthesis

Route1
- 18643-84-0
- ~55%
- In-stock
  
  431888-57-2
References
- Castanedo, Georgette M.; Wang, Shumei; Robarge, Kirk D.; Blackwood, Elizabeth; Burdick, Daniel; Chang, Christine; Dijkgraaf, Gerrit J.P.; Gould, Stephen; Gunzner, Janet; Guichert, Oivin; Halladay, Jason; Khojasteh, Cyrus; Lee, Leslie; Marsters Jr., James C.; Murray, Lesley; Peterson, David; Plise, Emile; Salphati, Laurent; De Sauvage, Frederic J.; Wong, Susan; Sutherlin, Daniel P. Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 22 p. 6748 - 6753

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 63.6
LogP 1.8248
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-4-(methoxycarbonyl)benzoic acid

CAS No. 431888-57-2

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