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CS-W001157 4
Total: USD 88.00

5-Oxo-5-phenylpentanoic acid

  • CAS No. 1501-05-9

  • Cat. No. CS-W004848
  • Purity≥96%
  • MDL No.MFCD00004411

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

5-Oxo-5-phenylpentanoic acid|CS-W004848

Structure of 1501-05-9

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General Information

  • CAS No. 1501-05-9
  • Cat. No. CS-W004848
  • Purity ≥96%
  • MDL No. MFCD00004411
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂O₃
  • Molecular Weight 192.21
  • Synonym(s) Benzenepentanoic acid, delta-oxo-; 5-Oxo-5-phenylpentanoic acid
  • SMILES OC(=O)CCCC(=O)C1=CC=CC=C1

Description

5-Oxo-5-phenylpentanoic acid features a conjugated diketone motif flanked by a phenyl ring, enabling efficient integration into Michael addition cascades. This sterically hindered, bench-stable carboxylic acid serves as a key building block for cyclic lactones and bioactive heterocycles under mild conditions.

Application

5-Oxo-5-phenylpentanoic acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted cyclopentanones and bioactive heterocyclic scaffolds. Its α,β-unsaturated ketone functionality facilitates Michael additions and aldol-type cyclizations, while the carboxylic acid group supports direct derivatization or activation for peptide coupling. Bench-stable and readily purified by recrystallization, it offers reliable performance in multi-step syntheses targeting pharmaceutical intermediates and natural product analogs.

Synthesis

  • Route1

    References

    • Thottumkara, Prem P.; Vinod, Thottumkara K. Organic Letters, 2010 , vol. 12, # 24 p. 5640 - 5643
  • Route2
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      53715-97-2
    • ~%
    • In-stock
      5-Oxo-5-phenylpentanoic acid|CS-W004848
      1501-05-9

    References

    • US3963748 A1, ;
  • Route3
    • null|null
      23253-31-8
    • ~14%
    • null|null
      72328-14-4
    • null|null
      72328-15-5
    • In-stock
      5-Oxo-5-phenylpentanoic acid|CS-W004848
      1501-05-9

    References

    • Journal of the American Chemical Society, , vol. 102, p. 288

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   54.37
  • LogP   2.1242
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   5

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