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CS-W001157 4
Total: USD 88.00

1-(3,5-Dichlorophenyl)ethanone

  • CAS No. 14401-72-0

  • Cat. No. CS-W004982
  • Purity≥97%
  • MDL No.MFCD00045189

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

1-(3,5-Dichlorophenyl)ethanone|CS-W004982

Structure of 14401-72-0

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General Information

  • CAS No. 14401-72-0
  • Cat. No. CS-W004982
  • Purity ≥97%
  • MDL No. MFCD00045189
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆Cl₂O
  • Molecular Weight 189.04
  • Synonym(s) Ethanone, 1-(3,5-dichlorophenyl)-
  • SMILES CC(C1=CC(Cl)=CC(Cl)=C1)=O

Description

1-(3,5-Dichlorophenyl)ethanone features a sterically hindered aryl ketone core with two electron-withdrawing chlorine substituents at the meta and para positions. This configuration enhances electrophilicity at the carbonyl carbon while providing robust stability under standard bench conditions. The compound serves as a key building block in synthetic routes to pharmaceutical intermediates and functionalized aromatic systems.

Application

1-(3,5-Dichlorophenyl)ethanone serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its aryl ketone functionality enables reliable enolization, nucleophilic addition, and coupling reactions under standard conditions. The electron-withdrawing dichlorophenyl group enhances electrophilicity at the carbonyl carbon while providing metabolic stability. Bench-stable and amenable to purification via recrystallization, it functions effectively in Friedel-Crafts acylations, multicomponent condensations, and as a precursor to chiral intermediates through asymmetric reduction.

Synthesis

  • Route1
    • In-stock
      3,5-Dichlorobenzonitrile|CS-W017636
      6575-00-4
    • null|null
      74-88-4
    • ~%
    • In-stock
      1-(3,5-Dichlorophenyl)ethanone|CS-W004982
      14401-72-0

    References

    • US5502073 A1, ;
  • Route2
    • null|null
      75-16-1
    • In-stock
      3,5-Dichloro-N-methoxy-N-methylbenzamide|CS-0151366
      259796-12-8
    • ~%
    • In-stock
      1-(3,5-Dichlorophenyl)ethanone|CS-W004982
      14401-72-0

    References

    • WO2006/14618 A2, ; Page/Page column 32 ; WO 2006/014618 A2
  • Route3
    • In-stock
      3,5-Dichlorobenzoic acid|CS-D1400
      51-36-5
    • null|null
      917-54-4
    • ~%
    • In-stock
      1-(3,5-Dichlorophenyl)ethanone|CS-W004982
      14401-72-0
    • 1-(3,5-Dichlorophenyl)ethan-1-ol|CS-0149241
      184970-30-7

    References

    • Journal of the American Chemical Society, , vol. 105, # 6 p. 1578 - 1584

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   17.07
  • LogP   3.196
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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