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CS-W001157 4
Total: USD 88.00

4-(2,2,2-Trifluoroacetyl)benzoic acid

  • CAS No. 58808-59-6

  • Cat. No. CS-0112725
  • Purity≥98%
  • MDL No.MFCD00052340

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

4-(2,2,2-Trifluoroacetyl)benzoic acid|CS-0112725

Structure of 58808-59-6

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General Information

  • CAS No. 58808-59-6
  • Cat. No. CS-0112725
  • Purity ≥98%
  • MDL No. MFCD00052340
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅F₃O₃
  • Molecular Weight 218.13
  • Synonym(s) 4-(Trifluoroacetyl)benzoic acid
  • SMILES O=C(O)C1=CC=C(C(C(F)(F)F)=O)C=C1

Description

4-(2,2,2-Trifluoroacetyl)benzoic acid features a trifluoromethyl ketone group positioned para to a carboxylic acid on a benzene ring, enabling direct conjugation with nucleophiles or incorporation into bioactive scaffolds. This electron-deficient aryl ketone facilitates efficient Michael additions and serves as a key intermediate in medicinal chemistry for building fluorinated heterocycles under mild conditions.

Application

4-(2,2,2-Trifluoroacetyl)benzoic acid serves as a versatile building block in medicinal chemistry and synthetic organic research. Its trifluoromethyl ketone group enables efficient Michael additions, nucleophilic acyl substitutions, and heterocycle formation under mild conditions. The molecule exhibits good bench stability and facilitates straightforward purification via recrystallization or column chromatography. Functions effectively in the construction of fluorinated aromatic scaffolds relevant to API development and bioactive compound synthesis.

Synthesis

  • Route1
    • null|null
      431-47-0
    • In-stock
      1,4-Dibromobenzene|CS-0000003
      106-37-6
    • ~%
    • In-stock
      4-(2,2,2-Trifluoroacetyl)benzoic acid|CS-0112725
      58808-59-6

    References

    • US6177417 B1, ;
  • Route2

    References

    • Fujisawa; Ichikawa; Shimizu Tetrahedron Asymmetry, 1993 , vol. 4, # 6 p. 1237 - 1240
  • Route3
    • null|null
      124-38-9
    • In-stock
      1-(4-Bromophenyl)-2,2,2-trifluoroethanone|CS-M1418
      16184-89-7
    • ~%
    • In-stock
      4-(2,2,2-Trifluoroacetyl)benzoic acid|CS-0112725
      58808-59-6

    References

    • Bioorganic and Medicinal Chemistry, , vol. 20, # 21 p. 6523 - 6532,10 Bioorganic and Medicinal Chemistry, , vol. 20, # 21 p. 6523 - 6532

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-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   54.37
  • LogP   2.1298
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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