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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.
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Chirality is most prevalent in carbon-based tetrahedral compounds, but this important facet of molecular symmetry extends to sp3-hybridized nitrogen, phosphorus and sulfur centers, including trivalent molecules with lone pairs. Here, the lone pair behaves as a functional group in addition to the other three substituents to form an analogous tetrahedral center that can be chiral.
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Related Experiment Video

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Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
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Published on: November 22, 2016

Tris(4-methyl-phen-yl)phosphine selenide.

Alfred Muller1

  • 1Research Centre in Synthesis and Catalysis, Department of Chemistry, University of Johannesburg (APK Campus), PO Box 524, Auckland Park, Johannesburg 2006, South Africa.

Acta Crystallographica. Section E, Structure Reports Online
|April 28, 2011
PubMed
Summary

This study details the molecular structure of triphenylphosphine selenide (PSe(C(7)H(7))(3)), revealing a distorted tetrahedral geometry around the phosphorus atom. It also describes intermolecular interactions that form zigzag chains in the crystal structure.

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Area of Science:

  • Organometallic Chemistry
  • Crystallography
  • Molecular Structure

Background:

  • Triphenylphosphine selenide (P(C6H5)3Se) is an organophosphorus compound.
  • Previous structural data for this molecule was limited.

Purpose of the Study:

  • To elucidate the detailed molecular and crystal structure of triphenylphosphine selenide.
  • To characterize the bonding and intermolecular interactions within the crystal lattice.

Main Methods:

  • Single-crystal X-ray diffraction analysis was employed.
  • Geometrical parameters including bond lengths and angles were precisely determined.

Main Results:

  • The phosphorus atom exhibits a distorted tetrahedral PSeC3 environment.
  • A short P=Se bond length of 2.1119(5) Å was observed.
  • Intramolecular C-H⋯Se contacts and intermolecular C-H⋯Se interactions forming zigzag double chains were identified.

Conclusions:

  • The study provides comprehensive geometrical data for triphenylphosphine selenide.
  • The identified interactions offer insights into the supramolecular assembly of the compound in the solid state.