4-Bromo-2,5-difluorobenzaldehyde

Name: 4-Bromo-2,5-difluorobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 357405-75-5
Cat. No. CS-W003804
Purity≥98%
MDL No.MFCD11847047

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-Bromo-2,5-difluorobenzaldehyde|CS-W003804

Structure of 357405-75-5

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General Information

CAS No. 357405-75-5
Cat. No. CS-W003804
Purity ≥98%
MDL No. MFCD11847047
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrF₂O
Molecular Weight 221.00
Synonym(s) None
SMILES O=Cc1cc(F)c(cc1F)Br

Description

4-Bromo-2,5-difluorobenzaldehyde features a trifunctional aromatic core with bromine and two fluorine substituents positioned ortho and para to the aldehyde group. This electron-deficient scaffold enables direct coupling in cross-coupling reactions and serves as a key building block for bioactive heterocycles and functional materials. The aldehyde functionality provides a handle for derivatization under mild conditions.

Application

4-Bromo-2,5-difluorobenzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling efficient Suzuki-Miyaura and Ullmann coupling reactions due to its orthogonal halogen reactivity. The aldehyde group facilitates direct functionalization via reductive amination or Grignard addition, while the difluoro substitution enhances metabolic stability and modulates electronic properties. Bench-stable and readily purified by column chromatography, it functions effectively in multi-step synthesis of heterocyclic scaffolds and advanced pharmaceutical intermediates.

Synthesis

Route1
- In-stock
  
  327-51-5
- 68-12-2
- ~55%
- In-stock
  
  357405-75-5
References
- ARRAY BIOPHARMA INC.; FELL, Jay Bradford; FISCHER, John P.; HINKLIN, Ronald J. Patent: WO2013/74641 A1, 2013 ; Location in patent: Paragraph 00350 ;
Route2
- In-stock
  
  327-51-5
- ~72%
- In-stock
  
  357405-75-5
References
- ASTRAZENECA AB Patent: US2010/267723 A1, 2010 ;
Route3
- 109-72-8
- In-stock
  
  327-51-5
- ~%
- In-stock
  
  357405-75-5
References
- Cheshire, David; Connolly, Stephen; Cox, David; Hamley, Peter; Mete, Antonio; Pimm, Austen Patent: US2003/158185 A1, 2003 ;

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

Quality Control

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Computational Chemistry Data

TPSA 17.07
LogP 2.5398
H_Acceptors 1
H_Donors 0
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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4-Bromo-2,5-difluorobenzaldehyde

CAS No. 357405-75-5

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