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

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

CAS No. 59447-06-2
Cat. No. CS-0157841
Purity≥95%
MDL No.MFCD00142586

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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-2-chloro-4,5-difluorobenzene|CS-0157841

Structure of 59447-06-2

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General Information

CAS No. 59447-06-2
Cat. No. CS-0157841
Purity ≥95%
MDL No. MFCD00142586
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂BrClF₂
Molecular Weight 227.43
Synonym(s) 1-Bromo-2-chloro-4.5-difluorobenzene
SMILES C1=C(C(=CC(=C1F)F)Cl)Br

Description

1-Bromo-2-chloro-4,5-difluorobenzene features a strategically positioned halogen array enabling precise cross-coupling reactions. The ortho-chloro and para-fluoro substitutions enhance regioselectivity in palladium-catalyzed transformations, while the bromine handle facilitates efficient coupling under standard conditions. This electron-deficient aryl halide offers robust stability and compatibility with diverse reaction media.

Application

1-Bromo-2-chloro-4,5-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 strategically positioned bromo, chloro, and difluoro substituents provide high functional group tolerance and facilitate sequential transformations. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing complex aromatic scaffolds and heterocycles in multi-step syntheses.

Synthesis

Route1
- In-stock
  
  696-02-6
- ~43%
- In-stock
  
  59447-06-2
References
- Bolin, David Robert; Hamilton, Matthew Michael; McDermott, Lee Apostle; Qian, Yimin Patent: US2011/112158 A1, 2011 ; Location in patent: Page/Page column 9-10 ;

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-P330-P362-P405-P501

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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-2-chloro-4,5-difluorobenzene

CAS No. 59447-06-2

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