2-Amino-3-bromobenzaldehyde

Name: 2-Amino-3-bromobenzaldehyde
Brand: ChemScene
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CAS No. 145123-24-6
Cat. No. CS-W021547
Purity≥98%
MDL No.MFCD18389339

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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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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General Information

CAS No. 145123-24-6
Cat. No. CS-W021547
Purity ≥98%
MDL No. MFCD18389339
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO
Molecular Weight 200.03
Synonym(s) None
SMILES NC1=C(C=O)C=CC=C1Br

Description

2-Amino-3-bromobenzaldehyde features a strategically positioned bromine atom and an amino group flanking the aldehyde functionality, enabling direct incorporation into transition-metal-catalyzed cross-coupling reactions. This electron-rich scaffold supports rapid diversification in pharmaceutical intermediates and functional materials synthesis under standard conditions.

Application

2-Amino-3-bromobenzaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to substituted quinoline and benzimidazole scaffolds. Its ortho-functionalized structure facilitates regioselective coupling reactions and transition-metal-catalyzed transformations. The aldehyde group offers direct utility for reductive amination, Schiff base formation, and Ugi-type multicomponent reactions, while the amino and bromo substituents provide orthogonal handles for further derivatization. Bench-stable and compatible with standard purification protocols, it supports scalable synthesis 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 : 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 43.09
LogP 1.8438
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Amino-3-bromobenzaldehyde

CAS No. 145123-24-6

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