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CS-W001157 4
Total: USD 88.00

4,4,4-Trifluorocrotonic acid

  • CAS No. 71027-02-6

  • Cat. No. CS-B1753
  • Purity≥97%
  • MDL No.MFCD02181180

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

4,4,4-Trifluorocrotonic acid|CS-B1753

Structure of 71027-02-6

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General Information

  • CAS No. 71027-02-6
  • Cat. No. CS-B1753
  • Purity ≥97%
  • MDL No. MFCD02181180
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃F₃O₂
  • Molecular Weight 140.06
  • Synonym(s) 2-Butenoic acid, 4,4,4-trifluoro-, (2E)-
  • SMILES O=C(O)/C=C/C(F)(F)F

Description

4,4,4-Trifluorocrotonic acid features a conjugated enoic system bearing three fluorine atoms at the terminal carbon, imparting strong electron-withdrawing character. This configuration enhances reactivity in Michael additions and enables direct incorporation into fluorinated building blocks for medicinal chemistry applications. The molecule exhibits enhanced metabolic stability compared to non-fluorinated analogs.

Application

4,4,4-Trifluorocrotonic acid serves as a valuable building block in synthetic organic chemistry, enabling the construction of fluorinated heterocycles and bioactive scaffolds. Its conjugated enoic acid functionality facilitates nucleophilic addition, Michael reactions, and decarboxylative transformations under mild conditions. The trifluoromethyl group enhances metabolic stability and modulates electronic properties, making it useful in medicinal chemistry. Bench-stable and readily purified by recrystallization, it functions efficiently in standard coupling protocols and offers predictable reactivity for scalable synthesis.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.1895
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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