1,4-Dibromo-2,5-difluorobenzene

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

CAS No. 327-51-5
Cat. No. CS-W005505
Purity≥98%
MDL No.MFCD00000346

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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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1,4-Dibromo-2,5-difluorobenzene|CS-W005505

Structure of 327-51-5

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General Information

CAS No. 327-51-5
Cat. No. CS-W005505
Purity ≥98%
MDL No. MFCD00000346
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂Br₂F₂
Molecular Weight None
Synonym(s) 2,5-DIFLUORO-1,4-DIBROMO BENZENE
SMILES C1=C(Br)C(=CC(=C1F)Br)F

Description

1,4-Dibromo-2,5-difluorobenzene features a symmetric aromatic core bearing bromine and fluorine substituents at opposite positions, enabling precise control over electronic and steric properties. This configuration facilitates selective cross-coupling reactions in synthetic organic chemistry, particularly in the construction of complex fluorinated architectures under standard conditions.

Application

1,4-Dibromo-2,5-difluorobenzene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo groups facilitate Suzuki, Stille, and Negishi couplings, while the fluorine substituents enhance metabolic stability and modulate electronic properties in pharmaceutical intermediates. Bench-stable and amenable to purification by column chromatography, it functions effectively in multi-step synthesis of functionalized arenes and heterocyclic scaffolds.

Synthesis

Route1
- 540-36-3
- ~%
- In-stock
  
  399-94-0
- In-stock
  
  327-51-5
References
- Zhurnal Obshchei Khimii, , vol. 29, p. 1593; engl. Ausg. S. 1566 Journal of the American Chemical Society, , vol. 73, p. 153 Journal of the American Chemical Society, , vol. 81, p. 94,98
Route2
- 540-36-3
- ~%
- In-stock
  
  327-51-5
References
- Zhurnal Obshchei Khimii, , vol. 29, p. engl. Ausg. S. 1566 Journal of the American Chemical Society, , vol. 73, p. 153 Journal of the American Chemical Society, , vol. 81, p. 94,98
Route3
- 540-36-3
- ~%
- In-stock
  
  399-94-0
- In-stock
  
  327-51-5
- 128259-70-1
- 128259-69-8
References
- Bolton, Roger; Owen, Elaine S. E. Journal of Fluorine Chemistry, 1990 , vol. 46, # 3 p. 393 - 406

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 Fluoride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Small Molecule Semiconductor Building Blocks (Others)

Key Words

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1,4-Dibromo-2,5-difluorobenzene

CAS No. 327-51-5

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