2-Bromo-5-chloro-3-nitropyridine

Name: 2-Bromo-5-chloro-3-nitropyridine
Brand: ChemScene
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CAS No. 75806-86-9
Cat. No. CS-W003387
Purity≥98%
MDL No.MFCD07368982

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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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2-Bromo-5-chloro-3-nitropyridine|CS-W003387

Structure of 75806-86-9

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General Information

CAS No. 75806-86-9
Cat. No. CS-W003387
Purity ≥98%
MDL No. MFCD07368982
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₂BrClN₂O₂
Molecular Weight 237.44
Synonym(s) 5-Chloro-2-bromo-3-nitropyridine
SMILES Clc1cnc(c(c1)[N+](=O)[O-])Br

Description

2-Bromo-5-chloro-3-nitropyridine features a triply substituted pyridine core with distinct halogen and nitro functionalities. The electron-deficient ring enables efficient coupling reactions, while the bromo and chloro groups provide orthogonal reactivity for sequential functionalization. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and pharmaceutical candidates.

Application

2-Bromo-5-chloro-3-nitropyridine serves as a versatile building block for the synthesis of functionalized pyridine derivatives. Its orthogonal halogenation pattern enables sequential cross-coupling reactions, facilitating the construction of complex heterocyclic scaffolds. The nitro group provides a handle for reduction and subsequent derivatization, while the molecule exhibits good bench stability and compatibility with standard palladium-catalyzed transformations.

Synthesis

Route1
- 5409-39-2
- ~58%
- In-stock
  
  75806-86-9
References
- Ding, Zi-Chun; Ma, Xiang; Zhou, Weicheng Synthetic Communications, 2012 , vol. 42, # 19 p. 2791 - 2796
Route2
- In-stock
  
  1072-98-6
- ~%
- In-stock
  
  75806-86-9
References
- Bioorganic and Medicinal Chemistry, , vol. 9, # 8 p. 2061 - 2071
Route3
- In-stock
  
  21427-61-2
- ~%
- In-stock
  
  75806-86-9
References
- Journal of the Chemical Society, , p. 2042,2044

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362-P501

Quality Control

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Computational Chemistry Data

TPSA 56.03
LogP 2.4057
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-5-chloro-3-nitropyridine

CAS No. 75806-86-9

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