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Related Concept Videos

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).
Nomenclature of Primary Amines01:17

Nomenclature 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.
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.
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.
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 Secondary and Tertiary Amines01:12

Nomenclature of Secondary and Tertiary Amines

The secondary and tertiary amines are derivatives of ammonia, where two and three of its hydrogens are replaced by alkyl groups, respectively. Secondary and tertiary amines can be symmetrical with identical alkyl groups attached to the nitrogen atom or unsymmetrical when more than one type of alkyl group is present. The standard nomenclature of secondary and tertiary amines is similar to the names given to the primary amines. They are generally named alkylamines. As depicted in Figure 1, for...

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Color Spot Test As a Presumptive Tool for the Rapid Detection of Synthetic Cathinones
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N-Butyl-4,6-diphenyl-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 C(20)H(21)N(3) compound, revealing specific molecular orientations and hydrogen bonding. The crystal structure is stabilized by N-H⋯N hydrogen bonds and weak π-π interactions.

    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Molecular Structure

    Background:

    • Understanding the three-dimensional arrangement of atoms in organic compounds is crucial for predicting their properties and reactivity.
    • Crystal structure analysis provides detailed insights into molecular conformation and intermolecular interactions.

    Purpose of the Study:

    • To elucidate the crystal structure of the title compound, C(20)H(21)N(3).
    • To characterize the molecular geometry, including dihedral angles between aromatic rings.
    • To identify and describe intermolecular interactions stabilizing the crystal lattice.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the crystal structure.
    • Analysis of bond lengths, bond angles, and dihedral angles provided geometric information.

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  • Identification of hydrogen bonds and π-π interactions was performed.

    • Main Results:

    • The pyrimidine ring exhibits dihedral angles of 51.57(4)° and 2.49(4)° with the two phenyl rings.
    • A dihedral angle of 50.44(4)° was observed between the two terminal phenyl rings.
    • Adjacent molecules form an inversion dimer through N-H⋯N hydrogen bonds, creating an R(2)(2)(8) ring motif.
    • Weak π-π interactions with a centroid-centroid distance of 3.6065(5) Å further stabilize the crystal structure.

    Conclusions:

    • The crystal structure of C(20)H(21)N(3) is characterized by specific ring inclinations and intermolecular forces.
    • N-H⋯N hydrogen bonding and π-π interactions play significant roles in the crystal packing and stability.