Related Experiment Video
Updated: May 13, 2026
06:06
Color Spot Test As a Presumptive Tool for the Rapid Detection of Synthetic Cathinones
Published on: February 5, 2018
6-Methyl-pyridin-2-amine.
Sergiu Draguta1, Victor N Khrustalev, Bhupinder Sandhu
1D. Ghitu Institute of Electronic Engineering and Nanotechnologies, 3/3 Academy str., MD-2028, Chisinau, Republic of Moldova.
Acta Crystallographica. Section E, Structure Reports Online
|March 12, 2013
Summary
This study details the molecular structure of C6H8N2, revealing a planar skeleton. It highlights specific hydrogen bonding interactions, including N-H⋯N and N-H⋯π bonds, which organize the molecules into distinct layers.
Area of Science:
- Crystallography
- Molecular Chemistry
- Supramolecular Chemistry
Background:
- Understanding molecular geometry and intermolecular forces is crucial for predicting material properties.
- The molecule C6H8N2 presents an interesting case for studying hydrogen bonding due to its amino groups.
Purpose of the Study:
- To elucidate the detailed crystal structure and intermolecular interactions of the molecule C6H8N2.
- To analyze the planarity of the molecular skeleton and the nature of hydrogen bonds formed.
Main Methods:
- Single crystal X-ray diffraction analysis was employed to determine the molecular structure.
- Analysis of bond lengths, angles, and intermolecular contacts (hydrogen bonds, π-π interactions).
Main Results:
- The molecular skeleton of C6H8N2 was found to be planar with an r.m.s. deviation of 0.007 Å.
- Endocyclic angles range from 118.43(9)° to 122.65(10)°.
- Two distinct hydrogen bonding motifs were identified: an N-H⋯N bond forming an inversion dimer and N-H⋯π interactions linking dimers into layers parallel to the (100) plane.
Conclusions:
- The planar nature of the C6H8N2 molecule and its specific hydrogen bonding patterns dictate its self-assembly into layered structures.
- These findings contribute to the understanding of structure-property relationships in organic molecules.
Related Concept Videos
01:25Basicity of Heterocyclic Aromatic Amines
Heterocyclic amines, where the N atom is a part of an alicyclic system, are similar in basicity to alkylamines. Interestingly, the heterocyclic amine having a nitrogen atom as part of an aromatic ring has much less basicity than its corresponding alicyclic counterpart. For this reason, as presented in Figure 1, piperidine (pKb = 2.8) is significantly more basic than pyridine (pKb = 8.8).
01:10Nomenclature of Aryl and Heterocyclic Amines
The simplest aromatic amine is phenylamine, which contains an –NH2 functionality directly attached to an aromatic ring. The name aniline is designated for this skeleton. As shown in Figure 1, the common names of the functionalized anilines involve prefixes ortho-, meta-, and para- to indicate the substitution position. Different functionalized aniline derivatives also have notable trivial names.
01:17Nomenclature of Primary Amines
Primary, secondary, and tertiary amines are compounds consisting of one, two, and three alkyl groups connected to the amino group (–NH2), respectively. As depicted in Figure 1, the common name of the primary amines is obtained by adding the suffix -amine to the alkyl substituent attached to the amino group as the corresponding alkylamine.
01:16Adrenergic Agonists: Chemistry and Structure-Activity Relationship
Adrenergic agonists' structure-activity relationship (SAR) determines their selectivity and efficacy. These agonists comprise a phenylethylamine moiety with an aromatic ring and an ethylamine side chain.
Aromatic ring substitutions: Substituting the aromatic ring with –OH groups at positions 3 and 4 yields catecholamines (e.g., epinephrine), which have a high affinity for adrenoceptors. Hydrogen bonding between –OH groups and receptors enhances adrenergic activity.
Separation of the aromatic...
Aromatic ring substitutions: Substituting the aromatic ring with –OH groups at positions 3 and 4 yields catecholamines (e.g., epinephrine), which have a high affinity for adrenoceptors. Hydrogen bonding between –OH groups and receptors enhances adrenergic activity.
Separation of the aromatic...
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...
01:26Physical Properties of Amines
Amines with low molecular weight are usually gaseous at room temperature, while those with high molecular weight are liquid or solids in nature. Usually, low molecular weight amines have a rotten fish-like smell. Diamines typically have a pungent smell. For instance, cadaverine and putrescine, depicted in Figure 1, are two molecules responsible for decaying tissue.