2-Amino-5-bromobenzaldehyde

Name: 2-Amino-5-bromobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 29124-57-0
Cat. No. CS-W008175
Purity≥98%
MDL No.MFCD10696879

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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 29124-57-0

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General Information

CAS No. 29124-57-0
Cat. No. CS-W008175
Purity ≥98%
MDL No. MFCD10696879
Storage 4°C, protect from light, stored under nitrogen
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=C(C=C1)Br

Description

2-Amino-5-bromobenzaldehyde features a para-disubstituted benzene ring bearing an electron-rich amino group and a moisture-tolerant bromo substituent, enabling direct functionalization in cross-coupling reactions. This bifunctional scaffold integrates seamlessly into pharmaceutical intermediates and conjugated materials, offering high reactivity under standard conditions with minimal purification needs.

Application

2-Amino-5-bromobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted heterocycles and pharmaceutical intermediates. Its ortho-amino and bromo groups facilitate palladium-catalyzed cross-coupling reactions and electrophilic aromatic substitutions, while the aldehyde functionality supports reductive amination and condensation processes. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  20712-12-3
- ~99%
- In-stock
  
  29124-57-0
References
- Hoover, Jessica M.; Stahl, Shannon S. Organic Syntheses, 2013 , vol. 90, p. 240 - 250
Route2
- In-stock
  
  20357-20-4
- ~95%
- In-stock
  
  29124-57-0
References
- Diedrich, Claas Lueder; Haase, Detlev; Christoffers, Jens Synthesis, 2008 , # 14 SPEC. ISS. art. no. C01508SS, p. 2199 - 2210
Route3
- In-stock
  
  5551-12-2
- ~%
- In-stock
  
  29124-57-0
References
- IRM LLC; GEIERSTANGER, Bernhard; OU, Weijia; CELLITTI, Susan, E.; UNO, Tetsuo; CROSSGROVE, Tiffany; CHIU, Hsien-Po; GRUNEWALD, Jan; HAO, Xueshi Patent: WO2010/48582 A1, 2010 ; Location in patent: Page/Page column 179 ;

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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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

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2-Amino-5-bromobenzaldehyde

CAS No. 29124-57-0

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