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CS-W001157 4
Total: USD 88.00

3-Oxo-3-phenylpropanenitrile

  • CAS No. 614-16-4

  • Cat. No. CS-W004658
  • Purity≥97%
  • MDL No.MFCD00001942

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

3-Oxo-3-phenylpropanenitrile|CS-W004658

Structure of 614-16-4

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General Information

  • CAS No. 614-16-4
  • Cat. No. CS-W004658
  • Purity ≥97%
  • MDL No. MFCD00001942
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO
  • Molecular Weight 145.16
  • Synonym(s) Benzoylacetonitrile
  • SMILES N#CCC(C1=CC=CC=C1)=O

Description

Benzoylacetonitrile was used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.

Application

3-Oxo-3-phenylpropanenitrile serves as a versatile synthon in organic synthesis, enabling efficient access to substituted indoles and other heterocyclic scaffolds via cycloaddition or condensation reactions. Its α,β-unsaturated nitrone functionality facilitates Michael additions and Diels–Alder processes, while the benzylic ketone and nitrile groups offer orthogonal handles for further derivatization. The compound exhibits good bench stability and is amenable to purification by recrystallization or flash chromatography, supporting its use in iterative synthetic sequences and medicinal chemistry campaigns.

Synthesis

  • Route1

    References

    • Ji, Yaohui; Trenkle, William C.; Vowles, James V. Organic Letters, 2006 , vol. 8, # 6 p. 1161 - 1163
  • Route2
    • null|null
      98-88-4
    • null|null
      372-09-8
    • ~80%
    • In-stock
      3-Oxo-3-phenylpropanenitrile|CS-W004658
      614-16-4

    References

    • Nowill, Randall W.; Patel, Trisha J.; Beasley, David L.; Alvarez, Jose A.; Jackson III, Elizah; Hizer, Todd J.; Ghiviriga, Ion; Mateer, Scott C.; Feske, Brent D. Tetrahedron Letters, 2011 , vol. 52, # 19 p. 2440 - 2442
  • Route3
    • null|null
      93-58-3
    • null|null
      75-05-8
    • ~98%
    • In-stock
      3-Oxo-3-phenylpropanenitrile|CS-W004658
      614-16-4

    References

    • PFIZER PRODUCTS INC. Patent: WO2005/303 A1, 2005 ; Location in patent: Page 18 ; WO 2005/000303 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+H312+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   40.86
  • LogP   1.78298
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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