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Related Concept Videos

Adrenergic Agonists: Chemistry and Structure-Activity Relationship01:16

Adrenergic 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...
Nomenclature of Aryl and Heterocyclic Amines01:10

Nomenclature 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.
Basicity of Heterocyclic Aromatic Amines01:25

Basicity 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).
NMR Spectroscopy of Benzene Derivatives01:37

NMR Spectroscopy of Benzene Derivatives

Simple unsubstituted benzene has six aromatic protons, all chemically equivalent. Therefore, benzene exhibits only a singlet peak at δ 7.3 ppm in the 1H NMR spectrum. The observed shift is far downfield because the aromatic ring current strongly deshields the protons. Any substitution on the benzene ring makes the aromatic protons nonequivalent, and the protons split each other. The peak is, therefore, no longer a singlet and the splitting pattern and their associated coupling constants depend...
Nomenclature of Aromatic Compounds with a Single Substituent01:23

Nomenclature of Aromatic Compounds with a Single Substituent

Benzene is the simplest aromatic hydrocarbon or arene. The IUPAC names for simple monosubstituted benzene derivatives are derived by adding the substituent's name as a prefix to the parent benzene. For example, halobenzene, where the halogen could be fluoro (F), chloro (Cl), bromo (Br), and iodo (I).
Physical Properties of Amines01:26

Physical 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.

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Color Spot Test As a Presumptive Tool for the Rapid Detection of Synthetic Cathinones
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N-Benzyl-4-methyl-6-phenyl-pyrimidin-2-amine.

Hoong-Kun Fun, Madhukar Hemamalini, Anita Hazra

    Acta Crystallographica. Section E, Structure Reports Online
    |January 6, 2012
    PubMed
    Summary

    This study details the crystal structure of a novel organic compound, C(18)H(17)N(3). It reveals specific dihedral angles between its phenyl and pyrimidine rings and highlights intermolecular interactions like hydrogen bonds and pi-stacking.

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    Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

    Published on: February 6, 2020

    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Supramolecular Chemistry

    Background:

    • Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
    • Pyrimidine derivatives are important scaffolds in medicinal chemistry and materials science.
    • Detailed crystallographic analysis provides insights into molecular conformation and intermolecular forces.

    Purpose of the Study:

    • To elucidate the crystal structure of the title compound, C(18)H(17)N(3).
    • To quantify the dihedral angles between the pyrimidine core and pendant phenyl rings.
    • To identify and characterize intermolecular interactions within the crystal lattice.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
    • Dihedral angles were calculated to describe the relative orientation of the aromatic rings.
    • Analysis of the crystal packing identified hydrogen bonding and π-π interactions.

    Main Results:

    • The dihedral angles between the central pyrimidine ring and its phenyl substituents were determined to be 25.48(6)° and 80.33(6)°.
    • The dihedral angle between the two phenyl rings was found to be 79.66(6)°.
    • Inversion dimers formed by N-H⋯N hydrogen bonds and weak π-π stacking (3.6720(7) Å centroid-centroid separation) were observed.

    Conclusions:

    • The study provides a precise description of the molecular conformation and crystal packing of C(18)H(17)N(3).
    • The identified intermolecular interactions, including hydrogen bonding and π-π stacking, influence the solid-state structure.
    • This structural information is valuable for the design of related compounds with tailored properties.