2-Chloro-4-(methylsulfonyl)benzoic acid

Name: 2-Chloro-4-(methylsulfonyl)benzoic acid
Brand: ChemScene
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CAS No. 53250-83-2
Cat. No. CS-W020000
Purity≥97%
MDL No.MFCD00216496

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Chloro-4-(methylsulfonyl)benzoic acid|CS-W020000

Structure of 53250-83-2

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General Information

CAS No. 53250-83-2
Cat. No. CS-W020000
Purity ≥97%
MDL No. MFCD00216496
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClO₄S
Molecular Weight 234.66
Synonym(s) 2-Chloro-4-(methylsulfonyl)benzoic acid; 2-Chloro-4-methylsulphonylbenzoic acid
SMILES O=C(O)C1=CC=C(S(=O)(C)=O)C=C1Cl

Description

2-Chloro-4-(methylsulfonyl)benzoic acid features a strategically positioned chloro group and a robust methylsulfonyl moiety that enhance electrophilic reactivity and metabolic stability. This electron-withdrawing combination enables efficient coupling in late-stage functionalization, particularly in pharmaceutical scaffold elaboration. The carboxylic acid handle supports direct derivatization or salt formation for improved solubility.

Application

2-Chloro-4-(methylsulfonyl)benzoic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles and pharmaceutical scaffolds. Its orthogonal functional groups—electrophilic chlorine and strongly electron-withdrawing methylsulfonyl—facilitate directed derivatization via nucleophilic aromatic substitution or coupling reactions. The carboxylic acid group supports direct amidation or esterification, while the compound exhibits excellent bench stability and ease of purification, making it well-suited for scalable synthesis workflows.

Synthesis

Route1
- 130264-17-4
- 79-08-3
- ~%
- In-stock
  
  53250-83-2
References
- Journal of Organic Chemistry, , vol. 56, # 16 p. 4974 - 4976
Route2
- 130264-17-4
- 79-11-8
- ~%
- In-stock
  
  53250-83-2
References
- Journal of Organic Chemistry, , vol. 56, # 16 p. 4974 - 4976

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 71.44
LogP 1.4417
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-4-(methylsulfonyl)benzoic acid

CAS No. 53250-83-2

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