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CS-W001157 4
Total: USD 88.00

3-(4-Bromophenyl)propanenitrile

  • CAS No. 57775-08-3

  • Cat. No. CS-0158403
  • Purity≥98%
  • MDL No.MFCD01310795

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

3-(4-Bromophenyl)propanenitrile|CS-0158403

Structure of 57775-08-3

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General Information

  • CAS No. 57775-08-3
  • Cat. No. CS-0158403
  • Purity ≥98%
  • MDL No. MFCD01310795
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈BrN
  • Molecular Weight 210.07
  • Synonym(s) 3-(4-Bromophenyl)propionitrile
  • SMILES C(CC1=CC=C(C=C1)Br)C#N

Description

3-(4-Bromophenyl)propanenitrile is a brominated aryl nitrile featuring a conjugated phenyl–propionitrile scaffold. This bench-stable compound integrates a para-brominated aromatic ring with a reactive nitrile group, enabling direct use in cross-coupling reactions and as a building block for functionalized biaryl systems.

Application

3-(4-Bromophenyl)propanenitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of biaryl and heterocyclic scaffolds. Its bromo group facilitates palladium-catalyzed cross-coupling reactions, while the nitrile functions as a key handle for derivatization via hydrolysis, reduction, or nucleophilic addition. The compound exhibits excellent bench stability and compatibility with standard reaction conditions, making it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      2-(4-Bromophenyl)ethanol|CS-W004747
      4654-39-1
    • null|null
      75-86-5
    • ~%
    • In-stock
      3-(4-Bromophenyl)propanenitrile|CS-0158403
      57775-08-3

    References

    • American Home Products Corporation Patent: US6335350 B1, 2002 ; Location in patent: Example 78 ;
  • Route2
    • In-stock
      α,4-Dibromotoluene|CS-W009136
      589-15-1
    • null|null
      75-05-8
    • ~64%
    • In-stock
      3-(4-Bromophenyl)propanenitrile|CS-0158403
      57775-08-3

    References

    • Taber, Douglass F.; Kong, Sue Journal of Organic Chemistry, 1997 , vol. 62, # 24 p. 8575 - 8576
  • Route3
    • null|null
      229640-58-8
    • ~68%
    • In-stock
      3-(4-Bromophenyl)propanenitrile|CS-0158403
      57775-08-3

    References

    • Guo, Hongyun; Zhang, Yongmin Synthetic Communications, 2000 , vol. 30, # 11 p. 1879 - 1885

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   23.79
  • LogP   2.90528
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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