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Related Concept Videos

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...
Diazonium Group Substitution: –OH and –H01:19

Diazonium Group Substitution: –OH and –H

Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in situ reacts with primary arylamines to form arenediazonium salts. Such reactions are known as diazotization reactions. As shown in Figure 1, the formation of arenediazonium salts begins with the decomposition of nitrous acid in an acidic solution to give nitrosonium ions.
Preparation of Amides01:29

Preparation of Amides

Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC).
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
Acid Halides to Amides: Aminolysis01:07

Acid Halides to Amides: Aminolysis

Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react with ammonia, primary amines, and secondary amines to yield primary, secondary, and tertiary amides, respectively.
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
Preparation of 1° Amines: Gabriel Synthesis01:28

Preparation of 1° Amines: Gabriel Synthesis

Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred method to exclusively make primary amines. The method uses phthalimide, which contains a protected form of nitrogen that participates in alkylation only once to predominantly give primary amines.
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...

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N-(2,6-Diisopropyl-phen-yl)thio-amide.

Bernard Omondi, Demetrius C Levendis

    Acta Crystallographica. Section E, Structure Reports Online
    |September 13, 2012
    PubMed
    Summary
    This summary is machine-generated.

    This study details the crystal structure of N-[2,6-bis-(propan-2-yl)phenyl]carbothioamide. Molecules form helical chains through hydrogen bonds, with a twisted thioamide group relative to the benzene ring.

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    Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

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    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Supramolecular Chemistry

    Background:

    • Understanding molecular assembly is crucial in crystal engineering.
    • Carbothioamide derivatives exhibit diverse structural motifs and intermolecular interactions.
    • The specific arrangement of functional groups influences crystal packing and properties.

    Purpose of the Study:

    • To elucidate the crystal structure of N-[2,6-bis-(propan-2-yl)phenyl]carbothioamide.
    • To investigate the intermolecular interactions and packing motifs in the solid state.
    • To analyze the conformational preferences of the carbothioamide moiety.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
    • Analysis of hydrogen bonding networks (N-H⋯S=C) was performed.
    • Geometric parameters, including dihedral angles, were measured and analyzed.

    Main Results:

    • The crystal structure reveals molecules forming helical chains along the b axis via N-H⋯S=C hydrogen bonds.
    • The thioamide group exhibits a syn disposition of its hydrogen atoms.
    • A significant dihedral angle of 77.60(14)° was observed between the thioamide moiety and the benzene ring, indicating a twisted conformation.

    Conclusions:

    • The crystal packing is dominated by N-H⋯S=C hydrogen bonds, leading to a helical supramolecular architecture.
    • The steric bulk of the isopropyl groups influences the conformation of the thioamide moiety.
    • The study provides insights into the structure-property relationships of substituted carbothioamides.