4-Bromo-2,3-difluorobenzaldehyde

Name: 4-Bromo-2,3-difluorobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 644985-24-0
Cat. No. CS-W006671
Purity≥98%
MDL No.MFCD09258953

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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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4-Bromo-2,3-difluorobenzaldehyde|CS-W006671

Structure of 644985-24-0

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General Information

CAS No. 644985-24-0
Cat. No. CS-W006671
Purity ≥98%
MDL No. MFCD09258953
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrF₂O
Molecular Weight 221.00
Synonym(s) 2,3-Difluoro-4-Bromobenzaldehyde
SMILES O=CC1=CC=C(Br)C(F)=C1F

Description

4-Bromo-2,3-difluorobenzaldehyde features a strategically positioned aldehyde group flanked by bromine and two fluorine atoms, enabling direct incorporation into cross-coupling reactions. The electron-deficient aromatic ring enhances reactivity in palladium-catalyzed transformations, while the orthogonal functional handles support sequential derivatization. This bench-stable reagent streamlines access to complex fluorinated scaffolds for medicinal chemistry and materials synthesis.

Application

4-Bromo-2,3-difluorobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient Suzuki-Miyaura and Stille couplings due to its orthogonal halogen reactivity. The aldehyde functionality facilitates direct functionalization or oxime formation, while the fluorine substituents enhance metabolic stability and modulate electronic properties. Bench-stable and compatible with standard purification protocols, it functions reliably in multi-step synthetic sequences requiring selective transformation.

Synthesis

Route1
- In-stock
  
  156682-52-9
- 68-12-2
- ~97%
- In-stock
  
  644985-24-0
References
- Roche Palo Alto LLC Patent: US2006/25462 A1, 2006 ; Location in patent: Page/Page column 11; 21 ;
Route2
- 68-12-2
- ~95%
- In-stock
  
  644985-24-0
References
- Roche Palo Alto LLC Patent: US2008/45511 A1, 2008 ; Location in patent: Page/Page column 23-24 ;

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

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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-2,3-difluorobenzaldehyde

CAS No. 644985-24-0

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