4-(3-Bromophenyl)benzaldehyde

Name: 4-(3-Bromophenyl)benzaldehyde
Brand: ChemScene
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CAS No. 400749-87-3
Cat. No. CS-0060389
Purity≥98%
MDL No.MFCD05979167

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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+
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4-(3-Bromophenyl)benzaldehyde|CS-0060389

Structure of 400749-87-3

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General Information

CAS No. 400749-87-3
Cat. No. CS-0060389
Purity ≥98%
MDL No. MFCD05979167
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₉BrO
Molecular Weight 261.11
Synonym(s) 3'-Bromo-[1,1'-biphenyl]-4-carbaldehyde
SMILES C1=CC(=CC(=C1)Br)C2=CC=C(C=C2)C=O

Description

4-(3-Bromophenyl)benzaldehyde features a conjugated aryl-aldehyde scaffold with a bromine atom positioned ortho to the phenyl linkage, enabling direct functionalization in cross-coupling reactions. This electron-deficient aldehyde integrates readily into complex molecular architectures under standard conditions.

Application

4-(3-Bromophenyl)benzaldehyde serves as a versatile building block in cross-coupling chemistry, enabling efficient access to biaryl scaffolds via Pd-catalyzed reactions. The aldehyde functionality facilitates direct functionalization or condensation reactions, while the bromo substituent provides a reliable handle for further diversification. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows for pharmaceutical and agrochemical intermediate development.

Synthesis

Route1
- In-stock
  
  591-18-4
- In-stock
  
  87199-17-5
- ~93%
- In-stock
  
  400749-87-3
References
- Wijtmans, Maikel; Scholten, Danny J.; Roumen, Luc; Canals, Meritxell; Custers, Hans; Glas, Marjolein; Vreeker, Marlies C.A.; De Kanter, Frans J.J.; De Graaf, Chris; Smit, Martine J.; De Esch, Iwan J.P.; Leurs, Rob Journal of Medicinal Chemistry, 2012 , vol. 55, # 23 p. 10572 - 10583
Route2
- In-stock
  
  108-36-1
- In-stock
  
  87199-17-5
- ~56%
- In-stock
  
  400749-87-3
- In-stock
  
  171820-02-3
References
- Gruttadauria, Michelangelo; Liotta, Leonarda Francesca; Salvo, Anna Maria Pia; Giacalone, Francesco; La Parola, Valeria; Aprile, Carmela; Noto, Renato Advanced Synthesis and Catalysis, 2011 , vol. 353, # 11-12 p. 2119 - 2130

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P501

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Computational Chemistry Data

TPSA 17.07
LogP 3.9286
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-(3-Bromophenyl)benzaldehyde

CAS No. 400749-87-3

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