Related Experiment Video
Updated: Apr 30, 2026

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
2,2-Dimethyl-N-(4-methyl-pyridin-2-yl)propanamide
Gamal A El-Hiti1, Keith Smith2, Asim A Balakit3
1Department of Optometry, College of Applied Medical Sciences, King Saud University, PO Box 10219, Riyadh 11433, Saudi Arabia.
This study details the crystal structure of a novel organic compound, C11H16N2O. Key findings include specific dihedral angles, intramolecular contacts, and hydrogen bonding patterns influencing molecular arrangement.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding molecular interactions is crucial in chemistry.
- Crystal structure analysis reveals detailed atomic arrangements and bonding.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C11H16N2O.
- To investigate intermolecular and intramolecular interactions within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and non-covalent interactions.
Main Results:
- The dihedral angle between the 4-methylpyridine group and the amide linkage is 16.7(1)°.
- A short intramolecular C-H⋯O contact was observed.
- Amide groups form hydrogen-bonded chains along the b-axis.
- Adjacent methyl-pyridine groups exhibit parallel orientation with minimal pi-pi interactions.
Conclusions:
- The crystal packing is influenced by hydrogen bonding and specific dihedral angles.
- Intramolecular C-H⋯O contacts play a role in stabilizing the structure.
- The arrangement suggests specific intermolecular forces govern the solid-state structure.
Related Concept Videos
Nomenclature of Primary Amines
Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles
The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
Carboxylic Acids to Methylesters: Alkylation using Diazomethane
Preparation of Amides
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
Preparation of 1° Amines: Gabriel Synthesis
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
2° Amines to N-Nitrosamines: Reaction with NaNO2

