2-(4-Chlorophenyl)pyridine

Name: 2-(4-Chlorophenyl)pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 5969-83-5
Cat. No. CS-0060613
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+
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Structure of 5969-83-5

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General Information

CAS No. 5969-83-5
Cat. No. CS-0060613
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₈ClN
Molecular Weight 189.64
Synonym(s) Pyridine, 2-(4-chlorophenyl)-
SMILES C1=CC=NC(=C1)C2=CC=C(C=C2)Cl

Description

2-(4-Chlorophenyl)pyridine features a rigid, electron-deficient pyridine core linked to a chlorinated phenyl group, enabling strong π-stacking and enhanced stability in coordination environments. This structural motif facilitates efficient metal chelation in catalytic systems and serves as a robust ligand scaffold for transition metal complexes in homogeneous catalysis and materials synthesis.

Application

2-(4-Chlorophenyl)pyridine serves as a versatile building block in medicinal chemistry and materials science, enabling efficient construction of biaryl scaffolds via palladium-catalyzed cross-coupling reactions. Its robust bench stability, functional group tolerance, and compatibility with standard coupling protocols make it ideal for synthesizing kinase inhibitors, OLED emitters, and other advanced organic frameworks.

Synthesis

Route1
- 109-04-6
- In-stock
  
  1679-18-1
- ~94%
- In-stock
  
  5969-83-5
References
- Kitamura, Yoshiaki; Sako, Satoko; Tsutsui, Azusa; Monguchi, Yasunari; Maegawa, Tomohiro; Kitade, Yukio; Sajiki, Hironao Advanced Synthesis and Catalysis, 2010 , vol. 352, # 4 p. 718 - 730
Route2
- 109-04-6
- In-stock
  
  106-39-8
- ~78%
- In-stock
  
  5969-83-5
References
- Gosmini, Corinne; Nedelec, Jean Yves; Perichon, Jacques Tetrahedron Letters, 2000 , vol. 41, # 26 p. 5039 - 5042
Route3
- 109-04-6
- 108-90-7
- ~6%
- In-stock
  
  5969-83-5
- 4381-32-2
References
- Organic Letters, , vol. 2, # 24 p. 3933 - 3935

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 3.402
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Building Blocks Ligands for Functional Metal Complexes Phenylpyridine Ligands

Key Words

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2-(4-Chlorophenyl)pyridine

CAS No. 5969-83-5

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