Related Experiment Video
Updated: Jun 1, 2026

08:46
Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
Triphen-yl[(4-phenyl-benzo-yl)meth-yl]phospho-nium trifluoro-methane-sulfonate
Abstract:
In the cation of the title compound, C(32)H(26)OP(+)·CF(3)O(3)S(-), the dihedral angle between the benzene rings of the biphenyl group is 42.37 (8)°. In the crystal, the cations and anions inter-act through inter-molecular C-H⋯O hydrogen bonds, forming chains parallel to the b axis. These chains are further linked by C-H⋯π stacking inter-actions into layers parallel to the bc plane.
Related Concept Videos
Chirality at Nitrogen, Phosphorus, and Sulfur
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.
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
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.
Hybridization of Atomic Orbitals II
sp3d and sp3d 2 Hybridization
VSEPR Theory and the Basic Shapes
Overview of VSEPR Theory

