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Preparation and Reactions of Sulfides

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.

Amines to Sulfonamides: The Hinsberg Test

Amines to Sulfonamides: The Hinsberg Test

The Hinsberg test is a method to identify primary, secondary and tertiary amines, named after its pioneer, Oscar Hinsberg. Here, amines are treated with benzenesulfonyl chloride, also known as the Hinsberg reagent, in the presence of an excess of aqueous base, followed by acidification. Based on the nature of the amines, different changes are observed.
Generally, a primary amine reacts with the Hinsberg reagent to produce an N-substituted benzenesulfonamide. The electron-withdrawing sulfonyl...

Electrophilic Aromatic Substitution: Sulfonation of Benzene

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.

Structure and Nomenclature of Thiols and Sulfides

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...

Phase II Reactions: Sulfation and Conjugation with α-Amino Acids

Phase II Reactions: Sulfation and Conjugation with α-Amino Acids

Sulfation and α-amino acid conjugation are two critical biotransformation reactions in drug metabolism. Sulfation, a phase II biotransformation reaction, involves adding a polar sulfate group to a drug, enhancing its water solubility and promoting excretion. This process can either co-occur with or occur independently of glucuronidation. Nonmicrosomal sulfotransferase enzymes catalyze the process. The reaction involves 3'-phosphoadenosine-5'-phosphosulfate or PAPS coenzyme activation, sulfur...

Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1

Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic S_N1

Treating arylamines with nitrous acid gives aryldiazonium salts that are effective substrates in nucleophilic aromatic substitution reactions. The diazonio group in these salts can be easily displaced by different nucleophiles, yielding a wide variety of substituted benzenes. The leaving group departs as nitrogen gas, and this easy elimination is the driving force for the substitution reaction.
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo, or cyano...

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Related Experiment Video

Updated: Jun 1, 2026

Microwave-assisted One-pot Synthesis of N-succinimidyl-4-[18F]fluorobenzoate ([18F]SFB)

Microwave-assisted One-pot Synthesis of N-succinimidyl-4-[¹⁸F]fluorobenzoate ([¹⁸F]SFB)

Published on: June 28, 2011

N,N'-Bis(phenyl-sulfon-yl)succinamide.

B Thimme Gowda, Sabine Foro, P A Suchetan

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

This study details the crystal structure of C(16)H(16)N(2)O(6)S(2), revealing specific molecular conformations and hydrogen bonding patterns. The findings elucidate the compound's structural characteristics and intermolecular interactions.

Area of Science:

Crystallography
Molecular Structure
Chemical Bonding

Background:

Understanding the precise three-dimensional arrangement of atoms in organic compounds is crucial for predicting their properties and reactivity.
Detailed structural analysis provides insights into intermolecular forces and potential applications.

Purpose of the Study:

To elucidate the detailed crystal structure of the title compound, C(16)H(16)N(2)O(6)S(2).
To characterize the molecular conformation, including bond torsions and dihedral angles.
To identify and describe intra-molecular and inter-molecular hydrogen bonding networks.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the atomic arrangement.
Analysis of bond lengths, bond angles, and torsion angles provided conformational details.

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

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Microwave-assisted One-pot Synthesis of N-succinimidyl-4-[18F]fluorobenzoate ([18F]SFB)

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

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

Published on: April 27, 2017

Identification of hydrogen bond donors and acceptors characterized intermolecular interactions.

Main Results:

The crystal structure of C(16)H(16)N(2)O(6)S(2) was determined, revealing specific gauche and trans conformations within the molecule.
The molecule exhibits a bent conformation at the sulfur atom with a C-SO(2)-NH-C(O) torsion angle of 65.2°.
Both intra-molecular and inter-molecular hydrogen bonds were observed, with N-H⋯O(S) interactions forming infinite chains.

Conclusions:

The study provides a comprehensive structural characterization of C(16)H(16)N(2)O(6)S(2) at the molecular level.
The identified hydrogen bonding network is a key feature influencing the compound's solid-state structure.
These structural insights are fundamental for further research and potential applications of this compound.