2-Amino-4-bromobenzaldehyde

Name: 2-Amino-4-bromobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 59278-65-8
Cat. No. CS-D1620
Purity≥97%
MDL No.MFCD08458822

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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 59278-65-8

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General Information

CAS No. 59278-65-8
Cat. No. CS-D1620
Purity ≥97%
MDL No. MFCD08458822
Storage -20°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO
Molecular Weight 200.03
Synonym(s) Benzaldehyde, 2-amino-4-bromo-
SMILES O=CC1=CC=C(Br)C=C1N

Description

2-Amino-4-bromobenzaldehyde features a para-bromo substituent flanking an electron-rich amino group, delivering enhanced reactivity in cross-coupling and condensation reactions. This bench-stable aldehyde integrates readily into heterocyclic scaffolds and functionalized aromatic systems under standard conditions.

Application

2-Amino-4-bromobenzaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to biologically relevant scaffolds. Its ortho-amino and bromo substituents provide orthogonal reactivity for palladium-catalyzed cross-coupling and cyclization reactions. The aldehyde functionality facilitates imine formation and Mannich-type condensations, while the compound exhibits good bench stability and ease of purification, making it well-suited for scalable synthesis workflows.

Synthesis

Route1
- In-stock
  
  5551-12-2
- ~39%
- In-stock
  
  59278-65-8
References
- NOVARTIS VACCINES and DIAGNOSTICS, INC. Patent: WO2007/117607 A2, 2007 ; Location in patent: Page/Page column 333-334 ;
Route2
- 99474-21-2
- ~%
- In-stock
  
  59278-65-8
References
- Bioorganic and Medicinal Chemistry, , vol. 14, # 7 p. 2462 - 2467

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
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

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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-4-bromobenzaldehyde

CAS No. 59278-65-8

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