3-Bromo-2-phenylpyridine

Name: 3-Bromo-2-phenylpyridine
Brand: ChemScene
Availability: InStock
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CAS No. 91182-50-2
Cat. No. CS-0180974
Purity≥97%
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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Structure of 91182-50-2

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General Information

CAS No. 91182-50-2
Cat. No. CS-0180974
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₈BrN
Molecular Weight 234.09
Synonym(s) None
SMILES BrC1=CC=CN=C1C2=CC=CC=C2

Description

3-Bromo-2-phenylpyridine is a bench-stable, electron-deficient heteroaryl halide featuring a bromine at the 3-position and a phenyl group fused to the pyridine ring. This structural motif enables efficient cross-coupling reactions in palladium-catalyzed transformations, serving as a key building block for constructing biologically active molecules and functional materials.

Application

3-Bromo-2-phenylpyridine serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds. Its bromine substituent facilitates palladium- and nickel-catalyzed coupling with boronic acids, stannanes, and amines under standard conditions. The phenyl and pyridine moieties provide structural rigidity and tunable electronic properties, enhancing utility in medicinal chemistry and materials science applications. The compound exhibits good bench stability and is readily purified by column chromatography or recrystallization.

Synthesis

Route1
- 13534-89-9
- In-stock
  
  98-80-6
- ~95%
- In-stock
  
  91182-50-2
References
- Zhou, Qizhong; Zhang, Bin; Su, Liangjun; Jiang, Tiansheng; Chen, Rener; Du, Tieqi; Ye, Yuyuan; Shen, Jianfen; Dai, Guoliang; Han, Deman; Jiang, Huajiang Tetrahedron, 2013 , vol. 69, # 51 p. 10996 - 11003
Route2
- In-stock
  
  626-55-1
- In-stock
  
  98-80-6
- ~0%
- In-stock
  
  91182-50-2
- In-stock
  
  88345-89-5
- In-stock
  
  27012-25-5
References
- Wang, Jian; Wang, Shan; Wang, Gao; Zhang, Ji; Yu, Xiao-Qi Chemical Communications, 2012 , vol. 48, # 96 p. 11769 - 11771

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 12.89
LogP 3.5111
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Key Words

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3-Bromo-2-phenylpyridine

CAS No. 91182-50-2

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