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CS-W001157 4
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3-Acetylbenzonitrile

  • CAS No. 6136-68-1

  • Cat. No. CS-W004403
  • Purity≥97%
  • MDL No.MFCD00001806

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

3-Acetylbenzonitrile|CS-W004403

Structure of 6136-68-1

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General Information

  • CAS No. 6136-68-1
  • Cat. No. CS-W004403
  • Purity ≥97%
  • MDL No. MFCD00001806
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO
  • Molecular Weight 145.16
  • Synonym(s) 3'-CYANOACETOPHENONE; 3-Acetylbenzonitrile
  • SMILES CC(C1=CC=CC(C#N)=C1)=O

Description

3-Acetylbenzonitrile features a strategically positioned acetyl group flanking a nitrile moiety, enabling seamless integration into heterocyclic synthesis. This electron-deficient aromatic scaffold supports efficient coupling reactions and serves as a key intermediate in pharmaceutical and agrochemical development under standard conditions.

Application

3-Acetylbenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized aromatic scaffolds. Its dual functionality—acetyl and nitrile groups—supports diverse transformations including nucleophilic additions, condensations, and cyclizations. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for use in medicinal chemistry campaigns and process development workflows involving heterocycle synthesis or metal-catalyzed coupling reactions.

Synthesis

  • Route1
    • null|null
      557-21-1
    • In-stock
      3'-Bromoacetophenone|CS-W009131
      2142-63-4
    • ~79%
    • In-stock
      3-Acetylbenzonitrile|CS-W004403
      6136-68-1

    References

    • Martin, Michael T.; Liu, Bing; Cooley Jr., Bobby E.; Eaddy, John F. Tetrahedron Letters, 2007 , vol. 48, # 14 p. 2555 - 2557
  • Route2

    References

    • Laulhe, Sebastien; Gori, Sadakatali S.; Nantz, Michael H. Journal of Organic Chemistry, 2012 , vol. 77, # 20 p. 9334 - 9337,4 Title/Abstract Full Text Show Details Laulhe, Sebastien; Gori, Sadakatali S.; Nantz, Michael H. Journal of Organic Chemistry, 2012 , vol. 77, # 20 p. 9334 - 9337
  • Route3
    • null|null
      557-21-1
    • In-stock
      1-(3-Iodophenyl)ethan-1-one|CS-W010241
      14452-30-3
    • ~94%
    • In-stock
      3-Acetylbenzonitrile|CS-W004403
      6136-68-1

    References

    • Srivastava, Rajiv R.; Collibee, Scott E. Tetrahedron Letters, 2004 , vol. 45, # 48 p. 8895 - 8897

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302+H312+H332-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   40.86
  • LogP   1.76088
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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