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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.

Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene

Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene

Bromination and chlorination of aromatic rings by electrophilic aromatic substitution reactions are easily achieved, but fluorination and iodination are difficult to achieve. Fluorine is so reactive that its reaction with benzene is difficult to control, resulting in poor yields of monofluoroaromatic products. To address this, Selectfluor reagent is used as a fluorine source in which a fluorine atom is bonded to a positively charged nitrogen.

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.

Five-Membered Heterocyclic Aromatic Compounds: Overview

Five-Membered Heterocyclic Aromatic Compounds: Overview

Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom, respectively.

Hydrolysis of Chlorobenzene to Phenol: Dow Process

Hydrolysis of Chlorobenzene to Phenol: Dow Process

Simple aryl halides do not react with nucleophiles under normal conditions. However, the reaction can proceed under drastic conditions involving high temperatures and high pressure to give the substituted products. For example, chlorobenzene is converted to phenol using aqueous sodium hydroxide at 350 °C under high pressure by the Dow process. The reaction follows an elimination-addition mechanism involving a benzyne intermediate. Here, the chloride ion is eliminated to generate the benzyne...

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...

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¹Department of Chemistry, Wright State University, 3640 Colonel Glenn Hwy., Dayton, Ohio 45435, USA.

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

This summary is machine-generated.

This study details the crystal structure of a C12H8F2O2S compound, a key precursor for poly(aryl-ene ether sulfone) polymers. The research highlights specific molecular arrangements and interactions influencing polymer properties.

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Area of Science:

Materials Science
Polymer Chemistry
Crystallography

Background:

Poly(aryl-ene ether sulfone) polymers are advanced materials with diverse applications.
Functionalized precursors are crucial for tailoring polymer properties.
Understanding molecular structure is key to material design.

Purpose of the Study:

To characterize the crystal structure of a novel C12H8F2O2S compound.
To investigate the molecular packing and intermolecular interactions.
To provide insights into structure-property relationships for poly(aryl-ene ether sulfone) synthesis.

Main Methods:

Single-crystal X-ray diffraction analysis.
Analysis of dihedral angles and bond lengths.
Identification of intermolecular interactions, including π-π stacking and C-H⋯F contacts.

Main Results:

The dihedral angle between aromatic ring planes was determined to be 84.43(8)°.
Aromatic π-π stacking interactions with centroid-centroid separations of 3.808(3) and 3.867(3) Å were observed.
A short C-H⋯F contact was identified as a stabilizing interaction in the crystal lattice.

Conclusions:

The crystal structure of the C12H8F2O2S precursor reveals specific geometric and electronic features.
Intermolecular forces, particularly π-π stacking, significantly influence the packing arrangement.
This structural information is valuable for the rational design of functionalized poly(aryl-ene ether sulfone) polymers.