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CS-W001157 4
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4-(Bromomethyl)-2-chloro-1-nitrobenzene

  • CAS No. 144806-52-0

  • Cat. No. CS-0876686
  • Molecule weight250.48
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

4-(Bromomethyl)-2-chloro-1-nitrobenzene|CS-0876686

Structure of 144806-52-0

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General Information

  • CAS No. 144806-52-0
  • Cat. No. CS-0876686
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrClNO₂
  • Molecular Weight 250.48
  • Synonym(s) None
  • SMILES C1=CC(=C(C=C1CBr)Cl)[N+](=O)[O-]

Description

4-(Bromomethyl)-2-chloro-1-nitrobenzene features a bromomethyl group flanked by electron-withdrawing chlorine and nitro substituents, enabling selective nucleophilic substitution. This configuration supports efficient coupling in transition-metal-catalyzed reactions, particularly in the synthesis of functionalized aromatic scaffolds for medicinal chemistry and materials science applications.

Application

4-(Bromomethyl)-2-chloro-1-nitrobenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient C–C and C–heteroatom bond formation. The bromomethyl group facilitates nucleophilic substitution reactions under mild conditions, while the ortho-chloro and nitro functionalities provide orthogonal reactivity for downstream functionalization. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for modular synthesis of complex aromatic scaffolds.

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

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   3.1431
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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