5-Bromo-2,4-difluorobenzaldehyde

Name: 5-Bromo-2,4-difluorobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 473416-91-0
Cat. No. CS-W005959
Purity≥97%
MDL No.None

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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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5-Bromo-2,4-difluorobenzaldehyde|CS-W005959

Structure of 473416-91-0

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General Information

CAS No. 473416-91-0
Cat. No. CS-W005959
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrF₂O
Molecular Weight 221.00
Synonym(s) BENZALDEHYDE, 5-BROMO-2,4-DIFLUORO
SMILES O=CC1=CC(Br)=C(F)C=C1F

Description

5-Bromo-2,4-difluorobenzaldehyde features a trifunctional aromatic core with bromine and two fluorine substituents positioned to modulate electronic density and steric profile. This electron-deficient aldehyde integrates readily into cross-coupling reactions and serves as a key intermediate in pharmaceutical synthesis, offering enhanced stability under standard reaction conditions.

Application

5-Bromo-2,4-difluorobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. The ortho-fluorine atoms enhance electrophilicity at the carbonyl carbon, while the bromine substituent provides a reliable handle for palladium-catalyzed transformations. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex heterocyclic scaffolds and API intermediates under standard reaction conditions.

Synthesis

Route1
- In-stock
  
  28342-75-8
- 68-12-2
- ~60%
- In-stock
  
  473416-91-0
References
- ELI LILLY AND COMPANY Patent: US2011/9395 A1, 2011 ; Location in patent: Page/Page column 22 ;
Route2
- 68-12-2
- ~%
- In-stock
  
  473416-91-0
References
- Eisai Co., Ltd. Patent: EP1510516 A1, 2005 ; Location in patent: Page/Page column 84 ;
Route3
- In-stock
  
  348-57-2
- ~%
- In-stock
  
  473416-91-0
References
- BRISTOL-MYERS SQUIBB COMPANY; WU, Yong-Jin Patent: WO2012/162334 A1, 2012 ;

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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5-Bromo-2,4-difluorobenzaldehyde

CAS No. 473416-91-0

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