N-(5-Cyano-nonan-5-yl)benzamide

Area of Science:

• Organic Chemistry
• Crystallography
• Chemical Synthesis

Background:

• Amino acids are fundamental building blocks in biochemistry.
• Efficient synthesis of amino acid intermediates is crucial for various applications.
• Understanding molecular interactions aids in designing novel synthetic pathways.

Purpose of the Study:

• To synthesize and characterize N-(5-Cyano-nonan-5-yl)benzamide.
• To investigate the intermolecular interactions and crystal structure of the synthesized compound.
• To establish the utility of this compound as an intermediate in amino acid synthesis.

Main Methods:

• Synthesis of N-(5-Cyano-nonan-5-yl)benzamide via reaction of benzoyl chloride and 2-amino-2-butyl-hexanenitrile.
• X-ray crystallography to determine molecular structure and hydrogen bonding.
• Analysis of crystal packing and intermolecular forces.

Main Results:

• Successful synthesis of N-(5-Cyano-nonan-5-yl)benzamide (C17H24N2O).
• Identification of inter-molecular N-H⋯O and C-H⋯O hydrogen bonds linking molecules into chains along the a axis.
• Measured N⋯O distance of 3.083(2) Å and C⋯O distance of 3.304(2) Å.
• Determined dihedral angle between phenyl and amide groups as 19.504(4)°.

Conclusions:

• N-(5-Cyano-nonan-5-yl)benzamide is a viable intermediate for amino acid synthesis.
• The observed hydrogen bonding network dictates the compound's crystal structure.
• This research provides insights into the structural properties of cyano-substituted benzamides.