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CS-W001157 4
Total: USD 88.00

2-(3-Bromo-5-chlorophenyl)acetonitrile

  • CAS No. 1056454-88-6

  • Cat. No. CS-0139682
  • Molecule weight230.49
  • Purity≥97%
  • MDL No.None

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

2-(3-Bromo-5-chlorophenyl)acetonitrile|CS-0139682

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General Information

  • CAS No. 1056454-88-6
  • Cat. No. CS-0139682
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrClN
  • Molecular Weight 230.49
  • Synonym(s) 3-BroMo-5-chlorophenylacetonitrile
  • SMILES N#CCC1=CC(Cl)=CC(Br)=C1

Description

2-(3-Bromo-5-chlorophenyl)acetonitrile features a bromo-chloro-substituted aryl core paired with a reactive nitrile group, enabling direct incorporation into Suzuki-Miyaura and Buchwald-Hartwig coupling cascades. The electron-deficient aromatic ring enhances compatibility with palladium-catalyzed transformations, while the acetonitrile handle provides robust functionalization potential under standard conditions.

Application

2-(3-Bromo-5-chlorophenyl)acetonitrile serves as a versatile building block for constructing substituted phenylacetonitrile scaffolds in medicinal chemistry and agrochemical synthesis. The molecule enables direct functionalization at the aromatic ring via palladium-catalyzed cross-coupling reactions, with the nitrile group offering compatibility with nucleophilic additions and reductions. Its bench-stable nature and orthogonal reactivity profile facilitate efficient downstream transformations in multistep sequences.

Synthesis

  • Route1
    • 1-Bromo-3-(bromomethyl)-5-chlorobenzene|CS-0455595
      762292-63-7
    • null|null
      143-33-9
    • ~%
    • In-stock
      2-(3-Bromo-5-chlorophenyl)acetonitrile|CS-0139682
      1056454-88-6

    References

    • Plexxikon Inc Patent: US2008/221127 A1, 2008 ; Location in patent: Page/Page column 66; 67 ;

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   23.79
  • LogP   3.16858
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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