Diethyl 2-{[2-(trifluoro-meth-yl)anil-ino]methyl-idene}propane-dioate

Area of Science:

• Organic Chemistry
• Crystallography

Background:

• N-substituted anilines are versatile chemical building blocks.
• Michael systems are crucial in organic synthesis and materials science.

Purpose of the Study:

• To synthesize and characterize a novel N-substituted ortho-trifluoro-methyl-aniline derivative.
• To elucidate the crystal structure and intermolecular interactions of the title compound.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, angles, and non-covalent interactions was performed.

Main Results:

• The compound, C(15)H(16)F(3)NO(4), exhibits a twofold Michael system.
• The phenyl ring and Michael system planes form an angle of 15.52(5)°.
• Intramolecular N-H⋯O and N-H⋯F hydrogen bonds, along with intermolecular C-H⋯O contacts forming chains, were identified.

Conclusions:

• The crystal structure provides insights into the conformational preferences and intermolecular forces governing the packing of this trifluoro-methyl-aniline derivative.
• The observed hydrogen bonding and C-H⋯O contacts influence the solid-state architecture.