Related Experiment Video
Updated: May 31, 2026
11:04
Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Spectroscopic and structural properties of N-(acetamide) morpholinium bromide
Yakup Baran1, Hava Ozay, Hasan Esener
1Onsekiz Mart University, Art and Science Faculty, Department of Chemistry, 17100 Canakkale, Turkey. yakupbaran@yahoo.com
Summary
Researchers synthesized a new N-(acetamide) morpholinium bromide crystal. Structural analysis revealed strong hydrogen bonding within the crystal lattice, impacting its properties.
Area of Science:
- Crystallography
- Solid-state chemistry
- Materials science
Background:
- N-(acetamide) morpholinium (NAM) bromide is a compound with potential applications in materials science.
- Understanding the crystal structure and bonding is crucial for predicting and controlling material properties.
Purpose of the Study:
- To synthesize and characterize a new crystal of N-(acetamide) morpholinium (NAM) bromide.
- To elucidate the crystal structure, including hydrogen bonding interactions.
Main Methods:
- Single crystal X-ray diffraction
- Elemental analysis
- Gas Chromatography-Mass Spectrometry (GC-MS)
- Fourier-Transform Infrared Spectroscopy (FTIR)
- Nuclear Magnetic Resonance (NMR) spectroscopy (1H, 13C, DEPTH, HETCOR)
Main Results:
- A new crystal of N-(acetamide) morpholinium bromide was successfully prepared in methanol at room temperature.
- The crystal system was determined to be orthorhombic, Pnma, with specific unit cell parameters (a=12.798(9) Å, b=7.222(5) Å, c=9.244(5) Å, V=854.4(9) Å(3), Z=4).
- Single crystal X-ray analysis revealed the presence of significant inner and intermolecular hydrogen bonds within the crystal structure.
Conclusions:
- The synthesis and characterization of N-(acetamide) morpholinium bromide provide new insights into its solid-state structure.
- The identified hydrogen bonding network is a key feature influencing the crystal's properties.
- This study lays the foundation for further investigations into the potential applications of this novel crystalline material.
More Related Videos
Related Concept Videos
01:19Structure of Amines
The hybridized nitrogen atom in amines possesses a lone pair of electrons and is bound to three substituents with a bond angle of around 108°, which is less than the tetrahedral angle of 109.5°. However, the C–N–H bond angle is slightly larger at 112°, with a carbon–nitrogen bond length of 147 pm. This carbon–nitrogen bond length of of amines is longer than the carbon–oxygen bond of alcohols (143 pm) but shorter than alkanes’ carbon–carbon bond (154 pm). These aspects are illustrated in Figure...
01:28Structures of Carboxylic Acid Derivatives
Structure of Carboxylic Acid Derivatives
Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...
Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...
01:13¹H NMR: Complex Splitting
A proton M that is coupled to a proton X results in doublet signals for M. However, NMR-active nuclei can be simultaneously coupled to more than one nonequivalent nucleus. When M is coupled to a second proton A, such as in styrene oxide, each peak in the doublet is split into another doublet.
Splitting diagrams or splitting tree diagrams are routinely used to depict such complex couplings. While drawing splitting diagrams, the splitting with the larger coupling constant is usually applied first.
Splitting diagrams or splitting tree diagrams are routinely used to depict such complex couplings. While drawing splitting diagrams, the splitting with the larger coupling constant is usually applied first.
01:26Spectroscopy of Carboxylic Acid Derivatives
Infrared spectroscopy is primarily used to determine the types of bonds and functional groups. In carboxylic acid derivatives, a typical carbonyl bond absorption is observed around 1650–1850 cm−1. For esters, the absorption is recorded at around 1740 cm−1, while acid halides show the absorption at about 1800 cm−1. Another acid derivative, the acid anhydrides, exhibit two carbonyl absorption around 1760 cm−1 and 1820 cm−1, arising from the symmetrical and unsymmetrical carbonyl vibration.
In the...
In the...
01:19NMR Spectroscopy Of Amines
In proton NMR spectroscopy, primary amines and secondary amines showcase their N–H protons as a broad signal in the chemical shift range between δ 0.5 and 5 ppm. The exact position in this range depends on several factors, including sample concentration, hydrogen bonding, and the type of solvent used. Since amine protons undergo fast proton exchange in solution, the protons are labile and therefore do not participate in any splitting with adjacent protons. Thus, the observed peak is broad and...
00:52¹H NMR of Conformationally Flexible Molecules: Temporal Resolution
At room temperature, the chair conformer of cyclohexane undergoes rapid ring flipping between two equivalent chair conformers at a rate of approximately 105 times per second. These two chair conformers are in equilibrium. The rapid ring flipping results in the interconversion of the axial proton to an equatorial proton and an equatorial to the axial proton. Such interconversions are too rapid and cannot be detected on the NMR timescale. Hence, the NMR spectrometer cannot distinguish between the...