2-Bromo-5-nitrobenzoic acid

Name: 2-Bromo-5-nitrobenzoic acid
Brand: ChemScene
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CAS No. 943-14-6
Cat. No. CS-W002414
Purity≥97%
MDL No.MFCD00134558

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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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General Information

CAS No. 943-14-6
Cat. No. CS-W002414
Purity ≥97%
MDL No. MFCD00134558
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrNO₄
Molecular Weight 246.02
Synonym(s) 2-bromo-5-nitrobenzoate; 2-Bromo-5-nitrobenzoic acid
SMILES [O-][N+](=O)c1ccc(c(c1)C(=O)O)Br

Description

2-Bromo-5-nitrobenzoic acid features a bromine atom at the ortho position relative to the carboxylic acid and a nitro group at the para position, creating a highly electron-deficient aromatic core. This structural motif enables direct coupling in palladium-catalyzed cross-coupling reactions, serving as a key intermediate for functionalized benzoic acid derivatives in medicinal chemistry and materials science.

Application

2-Bromo-5-nitrobenzoic acid serves as a versatile building block for the synthesis of substituted aromatic systems, enabling efficient functional group interconversions and coupling reactions. Its ortho-bromo and meta-nitro groups provide complementary reactivity for palladium-catalyzed cross-couplings and selective reductions, while the carboxylic acid facilitates derivatization and salt formation. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for use in medicinal chemistry and process development workflows.

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-P405-P501

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Computational Chemistry Data

TPSA 80.44
LogP 2.0555
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-5-nitrobenzoic acid

CAS No. 943-14-6

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