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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.
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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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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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    This summary is machine-generated.

    This study details the molecular structure of C(10)H(13)N(3)O(2)S, revealing specific dihedral angles and coplanar methoxy groups. The crystal structure analysis shows molecules form a 3D network via hydrogen bonds.

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    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Molecular Structure Analysis

    Background:

    • Understanding molecular geometry and intermolecular interactions is crucial for predicting material properties.
    • The specific compound C(10)H(13)N(3)O(2)S has potential applications requiring detailed structural data.
    • Previous studies may not have fully elucidated the crystal packing and hydrogen bonding network of this molecule.

    Purpose of the Study:

    • To determine the precise three-dimensional molecular structure of C(10)H(13)N(3)O(2)S.
    • To analyze the dihedral angles between key molecular planes.
    • To characterize the intermolecular interactions and crystal network formed by hydrogen bonding.

    Main Methods:

    • Single-crystal X-ray diffraction was used to obtain the molecular and crystal structure.
    • Analysis of bond lengths, bond angles, and torsion angles, including dihedral angles.
    • Identification and analysis of intermolecular hydrogen bonds (N-H⋯S, N-H⋯O, C-H⋯O).

    Main Results:

    • The dihedral angle between the benzene and the -N-C(=S)-N-N=C- planes was determined to be 9.20(6)°.
    • Two methoxy groups were found to be coplanar with the benzene ring, with specific C-O-C-C torsion angles of -2.31(18)° and -6.45(17)°.
    • A three-dimensional network was observed in the crystal structure, facilitated by intermolecular N-H⋯S, N-H⋯O, and C-H⋯O hydrogen bonds.

    Conclusions:

    • The study provides a detailed crystallographic description of C(10)H(13)N(3)O(2)S.
    • The observed molecular conformation and hydrogen bonding network are key features of its solid-state structure.
    • This structural information is vital for further research into the compound's chemical behavior and potential applications.