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CS-W001157 4
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2,2,2-Trifluoro-1-(3-methoxyphenyl)ethan-1-one

  • CAS No. 30724-22-2

  • Cat. No. CS-0102184
  • Purity≥97%
  • MDL No.MFCD00461895

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

2,2,2-Trifluoro-1-(3-methoxyphenyl)ethan-1-one|CS-0102184

Structure of 30724-22-2

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General Information

  • CAS No. 30724-22-2
  • Cat. No. CS-0102184
  • Purity ≥97%
  • MDL No. MFCD00461895
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇F₃O₂
  • Molecular Weight 204.15
  • Synonym(s) Ethanone, 2,2,2-trifluoro-1-(3-methoxyphenyl)- (9CI)
  • SMILES COC1=CC(C(C(F)(F)F)=O)=CC=C1

Description

This trifluoromethyl ketone features a methoxy-substituted aryl group that enhances solubility and modulates electronic effects. The electron-deficient trifluoromethyl moiety enables selective reactivity in nucleophilic addition processes, making it valuable for synthesizing fluorinated pharmaceutical intermediates under standard conditions.

Application

2,2,2-Trifluoro-1-(3-methoxyphenyl)ethan-1-one serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of fluorinated aromatic motifs. Its trifluoromethyl ketone functionality exhibits high electrophilicity and bench stability, facilitating nucleophilic additions and condensation reactions. The ortho-methoxy substituent provides moderate directing effects and enhances solubility, supporting straightforward purification. This compound functions effectively in standard coupling protocols and heterocycle synthesis, offering reliable access to bioactive scaffolds in medicinal chemistry research.

Synthesis

  • Route1

    References

    • Cheng, Huicheng; Pei, Yu; Leng, Faqiang; Li, Jingya; Liang, Apeng; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng Tetrahedron Letters, 2013 , vol. 54, # 33 p. 4483 - 4486
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      2,2,2-Trifluoro-1-(3-methoxyphenyl)ethan-1-one|CS-0102184
      30724-22-2

    References

    • Blencowe, Anton; Cosstick, Kevin; Hayes, Wayne New Journal of Chemistry, 2006 , vol. 30, # 1 p. 53 - 58
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      2,2,2-Trifluoro-1-(piperidin-1-yl)ethan-1-one|CS-0143336
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      2,2,2-Trifluoro-1-(3-methoxyphenyl)ethan-1-one|CS-0102184
      30724-22-2

    References

    • Stauffer, Shaun R.; Sun, Jun; Katzenellenbogen, Benita S.; Katzenellenbogen, John A. Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 6 p. 1293 - 1316

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   26.3
  • LogP   2.4402
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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