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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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An alkene, such as propene, reacts with bromine in the presence of water to yield a halohydrin. Halohydrins contain a halogen and a hydroxyl group attached to adjacent carbons. When the halogen is bromine, it is called a bromohydrin, while a chlorohydrin has chlorine as the halogen.

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1,2-Bis(2-bromo-benz-yl)diselane.

Guoxiong Hua¹, Amy L Fuller, Alexandra M Z Slawin

¹Department of Chemistry, University of St Andrews, St Andrews KY16 9ST, Scotland.

Acta Crystallographica. Section E, Structure Reports Online

|May 19, 2011

Summary

This summary is machine-generated.

The study determined the Se-Se bond length in a novel organobromine selenium compound. Its structure features a gauche conformation, with bond lengths comparable to diphenyl diselenide.

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Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes

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Area of Science:

Organometallic Chemistry
Crystallography
Selenium Chemistry

Background:

Organoselenium compounds are crucial in various chemical applications.
Understanding bond characteristics in novel selenium structures is essential for advancing materials science.

Purpose of the Study:

To characterize the structural properties of a newly synthesized organobromine selenium compound.
To compare its selenium-selenium (Se-Se) bond length and molecular conformation with related compounds.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular structure.
The Se-Se bond length and conformation were analyzed and compared to existing literature data.

Main Results:

The title compound, C(14)H(12)Br(2)Se(2), exhibits a Se-Se bond length of 2.3034(9) Å.
This bond length is similar to that observed in diphenyl diselenide but shorter than in 1,8-diselenonaphthalene.
The molecule adopts a classical gauche conformation.

Conclusions:

The structural analysis provides valuable data on Se-Se bonding in organobromine selenium compounds.
The observed gauche conformation is typical for such molecules, offering insights into their reactivity and properties.