1-Bromo-4-chloro-2,5-difluorobenzene

Name: 1-Bromo-4-chloro-2,5-difluorobenzene
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 172921-33-4
Cat. No. CS-0028727
Purity≥98%
MDL No.MFCD09878116

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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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1-Bromo-4-chloro-2,5-difluorobenzene|CS-0028727

Structure of 172921-33-4

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General Information

CAS No. 172921-33-4
Cat. No. CS-0028727
Purity ≥98%
MDL No. MFCD09878116
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂BrClF₂
Molecular Weight 227.43
Synonym(s) 5-Bromo-2-chloro-1,4-difluorobenzene
SMILES FC1=C(Cl)C=C(F)C(Br)=C1

Description

1-Bromo-4-chloro-2,5-difluorobenzene features a highly functionalized aromatic core with orthogonal halogen handles. This electron-deficient scaffold enables selective cross-coupling reactions under mild conditions, integrating seamlessly into complex molecular architectures. The strategic placement of bromine, chlorine, and fluorine atoms facilitates sequential derivatization, offering precise control in medicinal chemistry and materials synthesis.

Application

1-Bromo-4-chloro-2,5-difluorobenzene serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates efficient C–C bond formation, while the chloro and difluoro substituents enhance metabolic stability and modulate electronic properties. Bench-stable and compatible with standard purification protocols, it functions effectively in Suzuki, Stille, and Negishi coupling workflows for constructing complex aryl scaffolds.

Synthesis

Route1
- In-stock
  
  2613-30-1
- ~47%
- In-stock
  
  172921-33-4
References
- Epp, Jeffrey B.; Schmitzer, Paul R.; Guenthenspberger, Katherine A.; Lo, William C.; Siddall, Thomas L. Patent: US2009/62125 A1, 2009 ; Location in patent: Page/Page column 8 ;

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 0
LogP 3.3807
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-4-chloro-2,5-difluorobenzene

CAS No. 172921-33-4

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