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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.

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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.

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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...

Amines to Sulfonamides: The Hinsberg Test

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Bis(3-nitro-phen-yl) sulfone.

Wei Yao¹, Fang-Shi Li, Da-Sheng Yu

¹Department of Applied Chemistry, College of Science, Nanjing University of Technology, Xinmofan Road No. 5, Nanjing 210009, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online

|January 5, 2011

Summary

This summary is machine-generated.

This study details the crystal structure of a diphenyl sulfone derivative, C(12)H(8)N(2)O(6)S. It reveals a unique molecular arrangement with a specific dihedral angle and an intramolecular hydrogen bond forming a five-membered ring.

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Area of Science:

Crystallography
Organic Chemistry
Molecular Structure

Background:

Diphenyl sulfone derivatives are significant in various chemical applications.
Understanding molecular geometry is crucial for predicting chemical properties.
Previous studies have explored related sulfone structures.

Purpose of the Study:

To elucidate the crystal structure of the title compound, C(12)H(8)N(2)O(6)S.
To analyze the molecular geometry, including dihedral angles and hydrogen bonding.
To contribute to the understanding of diphenyl sulfone derivatives.

Main Methods:

Single-crystal X-ray diffraction analysis was performed.
The crystal structure was solved and refined.
Geometric parameters, including bond lengths, angles, and torsion angles, were determined.

Main Results:

The asymmetric unit contains one half-molecule with a mirror plane through the SO(2) group.
A dihedral angle of 40.10(13)° was measured between the two symmetry-related benzene rings.
An intramolecular C-H⋯O hydrogen bond was identified, forming a five-membered ring with an envelope conformation.

Conclusions:

The crystal structure of C(12)H(8)N(2)O(6)S has been determined.
The molecule exhibits specific geometric features, including a notable dihedral angle and intramolecular hydrogen bonding.
These findings provide valuable structural insights into diphenyl sulfone derivatives.