4-Bromo-2-chlorobenzoic acid

Name: 4-Bromo-2-chlorobenzoic acid
Brand: ChemScene
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CAS No. 59748-90-2
Cat. No. CS-W002193
Purity≥98%
MDL No.MFCD00040903

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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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Structure of 59748-90-2

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General Information

CAS No. 59748-90-2
Cat. No. CS-W002193
Purity ≥98%
MDL No. MFCD00040903
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrClO₂
Molecular Weight 235.46
Synonym(s) 2 - chloro - 4 - broMine benzoic acid; 4-Bromo-2-chlorobenzoic acid
SMILES BrC1=CC(Cl)=C(C(O)=O)C=C1

Description

4-Bromo-2-chlorobenzoic acid features a benzene ring bearing bromo and chloro substituents at meta positions relative to the carboxylic acid group. This electron-deficient aromatic system enables direct coupling in cross-coupling reactions, while the carboxylic acid moiety facilitates derivatization. The compound exhibits robust stability under standard bench conditions and serves as a key intermediate in medicinal chemistry and materials synthesis.

Application

4-Bromo-2-chlorobenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aromatic ring through palladium-catalyzed cross-coupling reactions. Its ortho-halogenated structure provides predictable regioselectivity, while the carboxylic acid group facilitates derivatization via amide, ester, or acyl chloride formation. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring halogen-directed metallation or transition-metal-mediated transformations.

Synthesis

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- In-stock
  
  89794-02-5
- ~%
- In-stock
  
  59748-90-2
References
- Zhurnal Obshchei Khimii, , vol. 8, p. 56,62 Chem. Zentralbl., , vol. 111, # I p. 548

Safety Information

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GHS Pictogram :	GHS No : GHS06,GHS09
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H410
Precautionary Statements : P264-P270-P273-P330-P391-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 37.3
LogP 2.8007
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-2-chlorobenzoic acid

CAS No. 59748-90-2

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