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CS-W001157 4
Total: USD 88.00

2-(4-Bromo-3-methylphenyl)acetonitrile

  • CAS No. 215800-25-2

  • Cat. No. CS-0103705
  • Purity≥95%
  • MDL No.MFCD14582921

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

2-(4-Bromo-3-methylphenyl)acetonitrile|CS-0103705

Structure of 215800-25-2

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General Information

  • CAS No. 215800-25-2
  • Cat. No. CS-0103705
  • Purity ≥95%
  • MDL No. MFCD14582921
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈BrN
  • Molecular Weight 210.07
  • Synonym(s) 4-Bromo-3-methylbenzeneacetonitrile
  • SMILES N#CCC1=CC=C(Br)C(C)=C1

Description

2-(4-Bromo-3-methylphenyl)acetonitrile features a brominated aromatic core paired with a nitrile-bearing side chain, enabling direct integration into cross-coupling and cyclization workflows. The para-bromine facilitates palladium-catalyzed transformations, while the adjacent methyl group enhances regiochemical control. This bench-stable reagent delivers efficient access to functionalized heterocycles and bioactive scaffolds under standard conditions.

Application

2-(4-Bromo-3-methylphenyl)acetonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable aryl bromide and nitrile functionalities. The molecule exhibits good bench stability and facilitates efficient functionalization in late-stage diversification. Its methyl group provides a site for oxidation or further substitution, enhancing synthetic flexibility for API scaffold development.

Synthesis

  • Route1
    • In-stock
      1-Bromo-4-(bromomethyl)-2-methylbenzene|CS-W021310
      27561-51-9
    • null|null
      151-50-8
    • ~%
    • In-stock
      2-(4-Bromo-3-methylphenyl)acetonitrile|CS-0103705
      215800-25-2

    References

    • ASTRAZENECA AB Patent: WO2008/18827 A1, 2008 ; Location in patent: Page/Page column 57; 58-59 ; WO 2008/018827 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   23.79
  • LogP   2.8236
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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