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CS-W001157 4
Total: USD 88.00

1-(4-Chloro-2-hydroxyphenyl)ethan-1-one

  • CAS No. 6921-66-0

  • Cat. No. CS-0040210
  • Purity≥97%
  • MDL No.MFCD00238557

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

1-(4-Chloro-2-hydroxyphenyl)ethan-1-one|CS-0040210

Structure of 6921-66-0

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General Information

  • CAS No. 6921-66-0
  • Cat. No. CS-0040210
  • Purity ≥97%
  • MDL No. MFCD00238557
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₂
  • Molecular Weight 170.59
  • Synonym(s) None
  • SMILES CC(C1=CC=C(Cl)C=C1O)=O

Description

This acetyl derivative features a chlorinated hydroxyphenyl moiety, offering enhanced solubility and stability in polar solvents. The para-chloro substitution imparts electron-withdrawing character, facilitating downstream functionalization. This scaffold serves as a key intermediate in the synthesis of bioactive molecules and specialty pharmaceuticals.

Application

1-(4-Chloro-2-hydroxyphenyl)ethan-1-one serves as a versatile building block in medicinal chemistry, enabling efficient synthesis of biologically relevant scaffolds. Its ketone functionality supports nucleophilic addition and condensation reactions, while the ortho-hydroxyl group facilitates intramolecular cyclization or metal coordination. The chloro substituent provides a handle for further functionalization via cross-coupling. Bench-stable and amenable to standard purification methods, it functions reliably in multi-step syntheses requiring regioselective transformations.

Synthesis

  • Route1

    References

    • SmithKline Beecham Corporation Patent: US6353116 B1, 2002 ; Location in patent: Page column 22 ; US 6353116 B1
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 22 p. 6569 - 6584
  • Route3
    • null|null
      95679-75-7
    • ~7%
    • In-stock
      1-(4-Chloro-2-hydroxyphenyl)ethan-1-one|CS-0040210
      6921-66-0
    • null|null
      95679-80-4

    References

    • Tetrahedron Letters, , vol. 25, # 50 p. 5805 - 5808

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.2482
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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