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4-Amino-1,1,1-trifluorobut-3-en-2-one

  • CAS No. 184848-89-3

  • Cat. No. CS-0158504
  • Molecule weight139.08
  • Purity≥95%
  • MDL No.MFCD01569588

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

4-Amino-1,1,1-trifluorobut-3-en-2-one|CS-0158504

Structure of 184848-89-3

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General Information

  • CAS No. 184848-89-3
  • Cat. No. CS-0158504
  • Purity ≥95%
  • MDL No. MFCD01569588
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄F₃NO
  • Molecular Weight 139.08
  • Synonym(s) 4-Amino-1,1,1-trifluoro-3-buten-2-one
  • SMILES C(=C\N)/C(=O)C(F)(F)F

Description

4-Amino-1,1,1-trifluorobut-3-en-2-one features a trifluoromethyl group flanked by an enone system and a primary amine, enabling direct conjugation with electrophilic partners. This structure supports efficient incorporation into bioactive scaffolds and facilitates rapid derivatization under mild conditions. The compound exhibits enhanced solubility in polar organic solvents and stability under standard bench handling protocols.

Application

4-Amino-1,1,1-trifluorobut-3-en-2-one serves as a versatile building block in synthetic organic chemistry, enabling the construction of fluorinated heterocycles and bioactive scaffolds. Its α,β-unsaturated enone functionality facilitates Michael additions and conjugate functionalizations, while the trifluoromethyl group enhances metabolic stability and modulates lipophilicity. The molecule exhibits good bench stability and compatibility with common protecting groups, supporting efficient downstream transformations in medicinal chemistry campaigns.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 2735
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

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Computational Chemistry Data

  • TPSA   43.09
  • LogP   0.5902
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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