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CS-W001157 4
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5-Bromo-2-chlorobenzonitrile

  • CAS No. 57381-44-9

  • Cat. No. CS-W014833
  • Purity≥98%
  • MDL No.MFCD00672948

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

5-Bromo-2-chlorobenzonitrile|CS-W014833

Structure of 57381-44-9

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General Information

  • CAS No. 57381-44-9
  • Cat. No. CS-W014833
  • Purity ≥98%
  • MDL No. MFCD00672948
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃BrClN
  • Molecular Weight 216.46
  • Synonym(s) Benzonitrile, 5-bromo-2-chloro-
  • SMILES BrC1=CC(=C(C=C1)Cl)C#N

Description

5-Bromo-2-chlorobenzonitrile features a nitrile group flanked by bromo and chloro substituents at meta and ortho positions, respectively, enabling selective coupling in cross-coupling reactions. This electron-deficient aryl halide serves as a key building block for pharmaceutical intermediates and functional materials, offering enhanced reactivity under palladium-catalyzed conditions.

Application

5-Bromo-2-chlorobenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The ortho-chloro and meta-bromo substituents provide distinct sites for selective functionalization, while the nitrile group offers stability and utility in downstream transformations. Its bench-stable nature and ease of purification make it well-suited for multi-step synthesis workflows.

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   23.79
  • LogP   2.97418
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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