Related Experiment Video
Updated: Jun 1, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
(S(P))-Menthyl benzyl-(phenyl)-phospho-nate
1College of Chemistry and Chemical Engineering, Liaocheng University, Shandong 252059, People's Republic of China.
This study details a chiral organophosphorus compound, C(23)H(31)O(2)P, with an S(P) configuration. Its phenyl rings exhibit a specific dihedral angle, crucial for understanding its stereochemistry.
Area of Science:
- Organophosphorus Chemistry
- Stereochemistry
- Crystallography
Background:
- Organophosphorus compounds are vital in various chemical applications.
- Understanding the precise three-dimensional structure of chiral molecules is essential for predicting their properties and reactivity.
- The P-atom chiral center in organophosphorus compounds presents unique stereochemical challenges.
Purpose of the Study:
- To characterize the stereochemistry of a novel organophosphorus compound, C(23)H(31)O(2)P.
- To determine the configuration at the phosphorus chiral center.
- To analyze the spatial arrangement of substituents around the chiral phosphorus atom.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular structure.
- The absolute configuration at the phosphorus atom was assigned as S(P).
- Dihedral angles between phenyl rings were measured and analyzed.
Main Results:
- The title compound, C(23)H(31)O(2)P, was synthesized and structurally elucidated.
- An S(P) configuration was confirmed at the chiral phosphorus center.
- The phenyl rings were found to be inclined at a dihedral angle of 3.2(3)°.
Conclusions:
- The study provides definitive structural and stereochemical data for the title organophosphorus compound.
- The determined S(P) configuration and phenyl ring orientation offer insights into the molecule's spatial characteristics.
- This detailed structural information is valuable for further research in organophosphorus chemistry and related fields.
More Related Videos
Related Concept Videos
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Hybridization of Atomic Orbitals II
Preparation and Reactions of Sulfides
Hybridization of Atomic Orbitals I
Electrophilic Aromatic Substitution: Sulfonation of Benzene
Nomenclature of Aromatic Compounds with a Single Substituent

