Dimethyl (E)-2-(N-phenyl-acetamido)-but-2-enedioate

Area of Science:

• Organic Chemistry
• Crystallography
• Chemical Synthesis

Background:

• Acetanilide is a common organic compound.
• Dimethyl acetylenedicarboxylate is a versatile reagent in organic synthesis.
• Understanding molecular geometry and crystal packing is crucial in chemistry.

Purpose of the Study:

• To synthesize and characterize a novel compound.
• To determine the geometric configuration of the C=C double bond.
• To investigate the molecular and crystal structure, including hydrogen bonding.

Main Methods:

• Chemical synthesis involving acetanilide and dimethyl acetylenedicarboxylate.
• X-ray crystallography for structural determination.
• Analysis of molecular geometry and intermolecular interactions.

Main Results:

• Successful synthesis of the title compound, C(14)H(15)NO(5).
• The C=C double bond was confirmed to have an E configuration.
• The amide nitrogen exhibited near-planar geometry.
• Crystal structure analysis revealed intermolecular C-H⋯O hydrogen bonds stabilizing the packing.

Conclusions:

• The study successfully synthesized and characterized a new compound.
• The determined molecular and crystal structure provides insights into chemical bonding and intermolecular forces.
• The findings contribute to the understanding of organic compound synthesis and solid-state chemistry.