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CS-W001157 4
Total: USD 88.00

1-(2-Hydroxy-3-methylphenyl)ethanone

  • CAS No. 699-91-2

  • Cat. No. CS-0139733
  • Purity≥97%
  • MDL No.None

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

1-(2-Hydroxy-3-methylphenyl)ethanone|CS-0139733

Structure of 699-91-2

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General Information

  • CAS No. 699-91-2
  • Cat. No. CS-0139733
  • Purity ≥97%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₂
  • Molecular Weight 150.17
  • Synonym(s) NSC 46633
  • SMILES CC(C1=CC=CC(C)=C1O)=O

Description

This 1-(2-hydroxy-3-methylphenyl)ethanone features a phenolic hydroxyl group flanked by a methyl substituent and a ketone functionality, enabling direct participation in metal coordination and hydrogen-bonding networks. The ortho-hydroxyketone motif supports intramolecular chelation, enhancing stability and reactivity in transition-metal-catalyzed transformations. Its bench-stable nature facilitates handling under standard conditions.

Application

1-(2-Hydroxy-3-methylphenyl)ethanone serves as a versatile building block for synthesizing substituted benzofuran derivatives and bioactive heterocycles. Its ortho-hydroxy ketone functionality enables facile cyclization under acidic or oxidative conditions, while the methyl group provides a handle for further functionalization. The compound exhibits good bench stability and is readily purified by recrystallization, facilitating integration into multi-step synthetic sequences for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      7652-06-4
    • null|null
      95-48-7
    • ~10%
    • In-stock
      1-(2-Hydroxy-3-methylphenyl)ethanone|CS-0139733
      699-91-2
    • 2-Ethynyl-6-methylphenol|CS-0611530
      99299-72-6

    References

    • Kobayashi, Katsumi; Arisawa, Mieko; Yamaguchi, Masahiko Journal of the American Chemical Society, 2002 , vol. 124, # 29 p. 8528 - 8529
  • Route2

    References

    • Sharghi, Hashem; Kaboudin, Babak Journal of Chemical Research, Miniprint, 1998 , # 10 p. 2678 - 2695
  • Route3

    References

    • Paul, Satya; Gupta, Monika Synthesis, 2004 , # 11 p. 1789 - 1792

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   37.3
  • LogP   1.90322
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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