1,5-Dibromo-2,4-difluorobenzene

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

CAS No. 28342-75-8
Cat. No. CS-0157855
Molecule weightNone
Purity≥97%
MDL No.MFCD08458122

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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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1,5-Dibromo-2,4-difluorobenzene|CS-0157855

Structure of 28342-75-8

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General Information

CAS No. 28342-75-8
Cat. No. CS-0157855
Purity ≥97%
MDL No. MFCD08458122
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂Br₂F₂
Molecular Weight None
Synonym(s) 1,3-Dibromo-4,6-difluorobenzene
SMILES C1=C(C(=CC(=C1Br)F)F)Br

Description

1,5-Dibromo-2,4-difluorobenzene features a highly functionalized aromatic core with bromine and fluorine substituents positioned for orthogonal reactivity. This electron-deficient scaffold enables selective cross-coupling transformations under palladium catalysis, offering reliable access to complex fluorinated building blocks in medicinal chemistry and materials science.

Application

1,5-Dibromo-2,4-difluorobenzene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine atoms facilitate Suzuki, Stille, and Negishi couplings, while the fluorine substituents enhance metabolic stability and modulate electronic properties—making it valuable for constructing complex heterocycles and pharmaceutical scaffolds with predictable regioselectivity and high functional group tolerance.

Synthesis

Route1
- In-stock
  
  348-57-2
- ~86%
- In-stock
  
  28342-75-8
References
- Journal of Organic Chemistry, , vol. 69, # 6 p. 1967 - 1971
Route2
- 679836-60-3
- ~%
- In-stock
  
  28342-75-8
References
- Journal of Fluorine Chemistry, , vol. 124, # 1 p. 39 - 43

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 3.4898
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1,5-Dibromo-2,4-difluorobenzene

CAS No. 28342-75-8

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