3-Amino-4-bromobenzoic acid

Name: 3-Amino-4-bromobenzoic acid
Brand: ChemScene
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CAS No. 2840-29-1
Cat. No. CS-W014872
Purity≥98%
MDL No.MFCD00579106

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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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Structure of 2840-29-1

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General Information

CAS No. 2840-29-1
Cat. No. CS-W014872
Purity ≥98%
MDL No. MFCD00579106
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₂
Molecular Weight 216.03
Synonym(s) benzoic acid, 3-amino-4-bromo-
SMILES O=C(O)C1=CC=C(Br)C(N)=C1

Description

3-Amino-4-bromobenzoic acid features a bromine atom at the para position relative to the carboxylic acid group, enhancing electrophilic substitution reactivity. The amino functionality provides a versatile handle for coupling reactions, while the carboxylate enables salt formation and conjugation. This dual-functional architecture supports integration into bioconjugates, pharmaceutical intermediates, and functional materials under standard bench conditions.

Application

3-Amino-4-bromobenzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted benzimidazoles, quinazolines, and other heterocyclic scaffolds. The amino and bromo groups offer orthogonal reactivity for palladium-catalyzed coupling and electrophilic substitution, while the carboxylic acid facilitates amide formation or salt crystallization. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses requiring functional group tolerance and predictable regiochemistry.

Synthesis

Route1
- In-stock
  
  6319-40-0
- ~83%
- In-stock
  
  2840-29-1
References
- Taft, Florian; Harmrolfs, Kirsten; Nickeleit, Irinia; Heutling, Anja; Kiene, Miriam; Malek, Nisar; Sasse, Florenz; Kirschning, Andreas Chemistry - A European Journal, 2012 , vol. 18, # 3 p. 880 - 886
Route2
- 7647-01-0
- In-stock
  
  6319-40-0
- ~%
- In-stock
  
  2840-29-1
References
- Huebner; Raveill Justus Liebigs Annalen der Chemie, 1884 , vol. 222, p. 178 Anm. 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 63.32
LogP 1.7295
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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3-Amino-4-bromobenzoic acid

CAS No. 2840-29-1

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