2-Chloro-4-fluoronitrobenzene

Name: 2-Chloro-4-fluoronitrobenzene
Brand: ChemScene
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CAS No. 2106-50-5
Cat. No. CS-W003054
Purity≥97%
MDL No.MFCD03412200

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2-Chloro-4-fluoronitrobenzene|CS-W003054

Structure of 2106-50-5

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General Information

CAS No. 2106-50-5
Cat. No. CS-W003054
Purity ≥97%
MDL No. MFCD03412200
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃ClFNO₂
Molecular Weight 175.55
Synonym(s) 2-Chloro-4-fluoro-1-nitrobenzene
SMILES Fc1ccc(c(c1)Cl)[N+](=O)[O-]

Description

2-Chloro-4-fluoronitrobenzene is a bifunctional aromatic electrophile featuring complementary leaving groups for sequential substitution. This electron-deficient aryl halide enables efficient coupling reactions in late-stage functionalization, particularly in the synthesis of complex heterocycles and pharmaceutical intermediates. The ortho-chloro and para-fluoro substituents facilitate regioselective nucleophilic displacement under mild conditions.

Application

2-Chloro-4-fluoronitrobenzene serves as a versatile electrophilic building block in nucleophilic aromatic substitution (SNAr) reactions, enabling efficient construction of complex heterocycles and pharmaceutical intermediates. Its complementary halogen and fluorine substituents facilitate selective functionalization under mild conditions, while maintaining bench stability and ease of purification.

Synthesis

Route1
- 625-98-9
- ~17%
- In-stock
  
  2106-50-5
References
- Rohm and Haas Company Patent: US4358308 A1, 1982 ; Title/Abstract Full Text Show Details Rohm and Haas Company Patent: US4419122 A1, 1983 ; Title/Abstract Full Text Show Details Rohm and Haas Company Patent: US4419123 A1, 1983 ; Title/Abstract Full Text Show Details Rohm and Haas Company Patent: US4419124 A1, 1983 ;
Route2
- 611-06-3
- ~0%
- In-stock
  
  2106-50-5
- In-stock
  
  446-35-5
- In-stock
  
  700-37-8
References
- Sasson, Yoel; Negussie, Samuel; Royz, Michael; Mushkin, Noam Chemical Communications, 1996 , # 3 p. 297 - 298
Route3
- 611-06-3
- ~10%
- In-stock
  
  2106-50-5
- In-stock
  
  446-35-5
References
- Advanced Synthesis and Catalysis, , vol. 350, # 17 p. 2677 - 2682

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H302-H311-H315-H319-H335
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 43.14
LogP 2.3873
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2-Chloro-4-fluoronitrobenzene

CAS No. 2106-50-5

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