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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.
Structure and Nomenclature of Thiols and Sulfides02:17

Structure and Nomenclature of Thiols and Sulfides

Thiols and sulfides are sulfur analogs of alcohols and ethers, respectively, where the sulfur atom takes the place of the oxygen atom. Thus, thiols are generally represented as RSH, where R is an alkyl substituent and —SH is the functional group. On the other hand, in sulfides, the central sulfur atom is bonded to two hydrocarbon groups on either side. Depending upon the type of group, sulfides can be either symmetrical or asymmetrical. Both thiols and sulfides display a bent geometry, similar...
Preparation and Reactions of Thiols02:33

Preparation and Reactions of Thiols

Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.
Preparation of Epoxides03:00

Preparation of Epoxides

Overview
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
Electrophilic Aromatic Substitution: Sulfonation of Benzene01:22

Electrophilic Aromatic Substitution: Sulfonation of Benzene

Sulfonation of benzene is a reaction wherein benzene is treated with fuming sulfuric acid at room temperature to produce benzenesulfonic acid. Fuming sulfuric acid is a mixture of sulfur trioxide and concentrated sulfuric acid.
Nucleophilic Aromatic Substitution: Elimination–Addition01:11

Nucleophilic Aromatic Substitution: Elimination–Addition

Simple aryl halides do not react with nucleophiles. However, nucleophilic aromatic substitutions can be forced under certain conditions, such as high temperatures or strong bases. The mechanism of substitution under such conditions involves the highly unstable and reactive benzyne intermediate. Benzyne contains equivalent carbon centers at both ends of the triple bond, each of which is equally susceptible to nucleophilic attack. This 50–50 distribution of products is confirmed through isotopic...

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Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
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Published on: June 20, 2014

(E)-4-Octyloxybenzaldehyde thio-semicarbazone.

M A A A A Islam, M T H Tarafder, C M Zakaria

    Acta Crystallographica. Section E, Structure Reports Online
    |May 18, 2011
    PubMed
    Summary
    This summary is machine-generated.

    This study details the crystal structure of a thio-semicarbazone compound, C(16)H(25)N(3)OS. The molecule exhibits an E configuration and near-planar geometry, with anti-parallel packing stabilized by van der Waals forces.

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    Published on: July 17, 2020

    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Materials Science

    Background:

    • Thio-semicarbazone derivatives are known for diverse biological activities.
    • Understanding the solid-state structure is crucial for predicting molecular properties and interactions.

    Purpose of the Study:

    • To elucidate the crystal structure and molecular arrangement of the title compound, C(16)H(25)N(3)OS.
    • To investigate the stereochemistry and intermolecular interactions within the crystal lattice.

    Main Methods:

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

    Main Results:

    • The thio-semicarbazone moiety was found to adopt an E configuration.
    • A dihedral angle of 9.3(1)° was observed between the thio-semicarbazone group and the benzene ring.
    • Molecules were arranged in an anti-parallel fashion along the a axis, stabilized by van der Waals interactions.
    • Low anisotropic thermal motion was noted in the terminal atoms of the n-octyl chain.

    Conclusions:

    • The crystal structure of C(16)H(25)N(3)OS reveals specific stereochemical and packing features.
    • Van der Waals forces play a significant role in the crystal packing and molecular stability.
    • The observed structural characteristics provide a foundation for further studies on related thio-semicarbazone compounds.