2-Bromo-4'-chloro-1,1'-biphenyl

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

CAS No. 179526-95-5
Cat. No. CS-0135849
Purity≥98%
MDL No.None

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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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2-Bromo-4'-chloro-1,1'-biphenyl|CS-0135849

Structure of 179526-95-5

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General Information

CAS No. 179526-95-5
Cat. No. CS-0135849
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₈BrCl
Molecular Weight 267.55
Synonym(s) 2-bromo-4'-chlorobiphenyl
SMILES ClC1=CC=C(C2=CC=CC=C2Br)C=C1

Description

2-Bromo-4'-chloro-1,1'-biphenyl features a dual halogenated biphenyl core with distinct reactivity at the ortho-bromo and para-chloro positions. This configuration enables selective cross-coupling transformations in palladium-catalyzed reactions, offering precise control over molecular architecture. The compound exhibits excellent stability under standard conditions and integrates readily into complex synthetic pathways requiring halogen-directed functionalization.

Application

2-Bromo-4'-chloro-1,1'-biphenyl serves as a versatile building block in cross-coupling chemistry, enabling the construction of biaryl scaffolds under Pd-catalyzed conditions. The ortho-bromo and para-chloro substituents offer complementary reactivity for sequential functionalization, with the bromide site typically undergoing selective coupling. Its bench-stable nature and compatibility with standard Suzuki, Stille, and Negishi protocols facilitate efficient synthesis of complex molecular architectures in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  1679-18-1
- 583-53-9
- ~69%
- In-stock
  
  179526-95-5
References
- ASTRAZENECA AB Patent: US2012/35134 A1, 2012 ; Location in patent: Page/Page column 7; 34 ;
Route2
- In-stock
  
  583-55-1
- In-stock
  
  1679-18-1
- ~%
- In-stock
  
  179526-95-5
References
- Organic Letters, , vol. 15, # 24 p. 6186 - 6189
Route3
- 108-86-1
- 10312-71-7
- ~%
- In-stock
  
  3148-73-0
- In-stock
  
  23055-77-8
- In-stock
  
  179526-95-5
- In-stock
  
  164334-69-4
- 82408-82-0
References
- Canadian Journal of Chemistry, , vol. 60, p. 990 - 999

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 4.7695
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Key Words

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2-Bromo-4'-chloro-1,1'-biphenyl

CAS No. 179526-95-5

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