16893-58-6

Basic information

• Product Name: benzyltriphenyphosphonium tetraphenylborate
• Synonyms: benzyltriphenyphosphonium tetraphenylborate;BENZYLTRIPHENYLPHOSPHONIUM TETRAPHENYLBORATE
• CAS NO: 16893-58-6
• Molecular Formula: C₂₄H₂₀B*C₂₅H₂₂P
• Molecular Weight: 672.642541
• Mol File: 16893-58-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: benzyltriphenyphosphonium tetraphenylborate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyltriphenyphosphonium tetraphenylborate(16893-58-6)
• EPA Substance Registry System: benzyltriphenyphosphonium tetraphenylborate(16893-58-6)

Safety Data

• Hazardous Substances Data: 16893-58-6(Hazardous Substances Data)

Usage

General Description

Benzyltriphenylphosphonium tetraphenylborate is a chemical compound formed by the reaction between benzyltriphenylphosphonium chloride and sodium tetraphenylborate. It is a white to off-white crystalline solid that is insoluble in water and only slightly soluble in organic solvents. benzyltriphenyphosphonium tetraphenylborate is commonly used as a phase transfer catalyst in organic synthesis reactions, facilitating the transfer of ions between immiscible solvents. It has also been employed as a reactant in the preparation of other phosphonium and borate compounds. Additionally, benzyltriphenylphosphonium tetraphenylborate has been investigated for its potential antimicrobial and antitumor properties. However, it is important to handle this compound with caution, as it is a strong irritant and should be stored and used in a well-ventilated area.

Upstream product

• 143-66-8 sodium tetraphenyl borate 
• 1100-88-5 benzyltriphenylphosphonium chloride 
• 100-39-0 benzyl bromide 
• 1449-46-3 benzyltriphenylphosphonium bromide 

Relevant articles and documents

Wittig Olefination Using Phosphonium Tetraphenylborate in the Absence of Additional Base

The thermal decomposition of (substituted methyl)triphenylphosphonium tetraphenylborates, which can also be generated in situ from the corresponding phosphonium halide and NaBPh4, with an aldehyde affords olefins in 22-100% yields. This Wittig olefination does not need use additional base to form phosphorus ylide, and is highly tolerant of benzoic acid.

CH-Anion versus anion-π interactions in the crystal and in solution of pentafluorobenzyl phosphonium salts

A series of phosphonium salts with pentafluorobenzyl substituents have been synthesized and were investigated in the crystal as well as in solution. The solid state structures of 1a, 1b and 2d reveal the presence of anion-π as well as CH-anion interactions. The two attractive, yet competitive forces seem to act in concert and a directing effect of the CH interaction on the relative position between anion and π-system is observed. The search for anion-π interactions in solution failed. Only CH-anion interactions proved to be important in solution.