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Related Concept Videos

Phase II Reactions: Methylation Reactions01:17

Phase II Reactions: Methylation Reactions

Methylation is a phase II biotransformation process involving the attachment of a methyl group to a substrate. Enzymes known as methyltransferases orchestrate this reaction.
The mechanism of methylation unfolds in two stages. The first stage sees a methyltransferase enzyme facilitating the transfer of a methyl group from S-adenosylmethionine (SAM) to the substrate, forming S-adenosylhomocysteine (SAH). The second stage involves further metabolism of SAH into homocysteine, which can be recycled...
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...
Preparation and Reactions of Sulfides02:26

Preparation and Reactions of Sulfides

Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
Antiprotozoal Agents01:21

Antiprotozoal Agents

Leishmaniasis is a widespread parasitic disease caused by several Leishmania species. It affects millions of people each year and remains a major public health problem in endemic regions. First-line treatment relies on pentavalent antimonials, including meglumine antimoniate and sodium stibogluconate. Even so, how these drugs work has not been fully clear, especially their interaction with parasite-specific biochemical pathways. One key target is trypanothione reductase (TR), an enzyme that...
Electrophilic Aromatic Substitution: Nitration of Benzene01:20

Electrophilic Aromatic Substitution: Nitration of Benzene

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Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions

Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...

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Related Experiment Video

Updated: Jun 1, 2026

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
09:45

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors

Published on: April 27, 2017

3-Methyl-thio-benzamide.

Mahmood-Ul-Hassan Khan, Shahid Hameed, Tashfeen Akhtar

    Acta Crystallographica. Section E, Structure Reports Online
    |May 18, 2011
    PubMed
    Summary

    This study analyzes the molecular structure of C(8)H(9)NS, revealing a 36° dihedral angle between its aromatic ring and thio-amide group. The compound exhibits π-stacking interactions and intermolecular hydrogen bonds involving sulfur atoms.

    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Molecular Structure Analysis

    Background:

    • Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
    • Thio-amide compounds are important in medicinal chemistry and materials science.
    • Detailed structural analysis provides fundamental insights into intermolecular forces.

    Purpose of the Study:

    • To elucidate the crystal structure and intermolecular interactions of the title compound, C(8)H(9)NS.
    • To quantify the spatial relationship between the aromatic ring and the thio-amide moiety.
    • To identify and characterize specific non-covalent interactions governing the solid-state packing.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.

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  • Analysis of the crystal structure data to measure dihedral angles and interatomic distances.
  • Identification of intermolecular interactions such as π-stacking and hydrogen bonding.

    • Main Results:

    • The dihedral angle between the aromatic ring and the thio-amide fragment was determined to be 36.0(2)°.
    • π-stacking interactions were observed between coplanar aryl fragments with a centroid-centroid separation of 3.658(2) Å.
    • Intermolecular hydrogen bonds were identified between the amino group and sulfur atoms.

    Conclusions:

    • The C(8)H(9)NS molecule adopts a specific conformation with a significant twist between its planar fragments.
    • The observed π-stacking and hydrogen bonding interactions dictate the crystal packing and influence the compound's solid-state properties.
    • This structural data provides a foundation for further studies on related thio-amide derivatives.