2-(2-Chloro-5-nitrophenyl)pyridine

Name: 2-(2-Chloro-5-nitrophenyl)pyridine
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CAS No. 879088-40-1
Cat. No. CS-0139250
Purity≥98%
MDL No.MFCD12024454

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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-(2-Chloro-5-nitrophenyl)pyridine|CS-0139250

Structure of 879088-40-1

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General Information

CAS No. 879088-40-1
Cat. No. CS-0139250
Purity ≥98%
MDL No. MFCD12024454
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₇ClN₂O₂
Molecular Weight 234.64
Synonym(s) 2-(2-Chloro-5-nitro-phenyl)pyridine
SMILES O=[N+](C1=CC=C(Cl)C(C2=NC=CC=C2)=C1)[O-]

Description

2-(2-Chloro-5-nitrophenyl)pyridine features a pyridine ring fused to a chlorinated, nitro-substituted phenyl group, delivering enhanced electron-withdrawing character. This structural motif enables efficient coupling in transition-metal-catalyzed reactions, particularly in C–C and C–heteroatom bond formations. The molecule exhibits bench-stable handling properties and compatibility with diverse reaction conditions.

Application

2-(2-Chloro-5-nitrophenyl)pyridine serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl architectures. Its ortho-chloro and meta-nitro substituents provide orthogonal reactivity for sequential functionalization, with the chloro group undergoing palladium-catalyzed coupling and the nitro group amenable to selective reduction or further derivatization. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and materials development.

Synthesis

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- 192063-22-2
- In-stock
  
  74534-15-9
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- In-stock
  
  879088-40-1
References
- Robarge, Kirk D.; Brunton, Shirley A.; Castanedo, Georgette M.; Cui, Yong; Dina, Michael S.; Goldsmith, Richard; Gould, Stephen E.; Guichert, Oivin; Gunzner, Janet L.; Halladay, Jason; Jia, Wei; Khojasteh, Cyrus; Koehler, Michael F.T.; Kotkow, Karen; La, Hank; LaLonde, Rebecca L.; Lau, Kevin; Lee, Leslie; Marshall, Derek; Marsters Jr., James C.; Murray, Lesley J.; Qian, Changgeng; Rubin, Lee L.; Salphati, Laurent; Stanley, Mark S.; Stibbard, John H.A.; Sutherlin, Daniel P.; Ubhayaker, Savita; Wang, Shumei; Wong, Susan; Xie, Minli Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 19 p. 5576 - 5581

Safety Information

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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

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Computational Chemistry Data

TPSA 56.03
LogP 3.3102
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(2-Chloro-5-nitrophenyl)pyridine

CAS No. 879088-40-1

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