2-Bromo-4-chloro-1-nitrobenzene

Name: 2-Bromo-4-chloro-1-nitrobenzene
Brand: ChemScene
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CAS No. 63860-31-1
Cat. No. CS-W019312
Purity≥96%
MDL No.MFCD08437614

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Bromo-4-chloro-1-nitrobenzene|CS-W019312

Structure of 63860-31-1

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General Information

CAS No. 63860-31-1
Cat. No. CS-W019312
Purity ≥96%
MDL No. MFCD08437614
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrClNO₂
Molecular Weight 236.45
Synonym(s) 2-BroMo-4-chloronitrobenzene
SMILES BrC1=C(C=CC(=C1)Cl)[N+](=O)[O-]

Description

2-Bromo-4-chloro-1-nitrobenzene is a halogenated nitroaromatic compound featuring complementary reactive sites for cross-coupling and nucleophilic substitution. The electron-deficient aromatic ring facilitates efficient functionalization, while the bromo and chloro substituents enable sequential transformations under palladium catalysis. This scaffold serves as a key intermediate in pharmaceutical and agrochemical synthesis.

Application

2-Bromo-4-chloro-1-nitrobenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The nitro group facilitates subsequent reduction and cyclization steps, while the bromo and chloro substituents offer distinct reactivity profiles for sequential functionalization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for multi-step synthetic sequences requiring selective transformations.

Synthesis

Route1
- In-stock
  
  2516-95-2
- ~63%
- In-stock
  
  63860-31-1
References
- Luo, Yong; Pan, Xiaolin; Wu, Jie Tetrahedron Letters, 2010 , vol. 51, # 50 p. 6646 - 6648
Route2
- In-stock
  
  873-38-1
- ~48%
- In-stock
  
  63860-31-1
References
- Tasler, Stefan; Kraus, Juergen; Wuzik, Andreas; Mueller, Oliver; Aschenbrenner, Andrea; Cubero, Elena; Pascual, Rosalia; Quintana-Ruiz, Jordi-Ramon; Dordal, Alberto; Merce, Ramon; Codony, Xavier Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 22 p. 6224 - 6229
Route3
- In-stock
  
  108-37-2
- ~%
- In-stock
  
  63860-31-1
- In-stock
  
  89465-97-4
References
- US2002/173490 A1, ;

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 43.14
LogP 3.0107
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-4-chloro-1-nitrobenzene

CAS No. 63860-31-1

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