16704-71-5

Basic information

• Product Name: Benzenesulfonicacid, 3-(diphenylphosphino)-
• Synonyms: Benzenesulfonicacid, m-(diphenylphosphino)- (8CI);(m-Sulfophenyl)diphenylphosphine;Diphenyl(3-sulfophenyl)phosphine;m-(Diphenylphosphino)benzenesulfonic acid
• CAS NO: 16704-71-5
• Molecular Formula: C₁₈H₁₅O₃PS
• Molecular Weight: 342.3487
• Mol File: 16704-71-5.mol

Chemical Properties

• CAS DataBase Reference: Benzenesulfonicacid, 3-(diphenylphosphino)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonicacid, 3-(diphenylphosphino)-(16704-71-5)
• EPA Substance Registry System: Benzenesulfonicacid, 3-(diphenylphosphino)-(16704-71-5)

Safety Data

• Hazardous Substances Data: 16704-71-5(Hazardous Substances Data)

Usage

Uses

Used in Organometallic Chemistry:
Benzenesulfonic acid, 3-(diphenylphosphino)-, is used as a ligand in metal-catalyzed reactions, particularly in the field of organometallic chemistry. Its ability to form stable complexes with transition metal ions allows it to play a crucial role in various catalytic applications, enhancing the efficiency and selectivity of these reactions.
Used in Polymer Synthesis:
Benzenesulfonicacid, 3-(diphenylphosphino)is also used as a stabilizer in the synthesis of polymers. Its presence helps to control the polymerization process, leading to the formation of polymers with desired properties and improved stability.
Used in Pharmaceutical Production:
Benzenesulfonic acid, 3-(diphenylphosphino)-, serves as an intermediate in the production of pharmaceuticals. Its unique structure and reactivity make it a valuable building block for the synthesis of various drug molecules, contributing to the development of new and effective medications.
Used in Agrochemical Production:
In addition to its applications in pharmaceuticals, Benzenesulfonicacid, 3-(diphenylphosphino)- is also utilized as an intermediate in the production of agrochemicals. Its role in the synthesis of various agrochemicals helps to improve crop protection and yield, supporting sustainable agriculture practices.

Upstream product

• 603-35-0 triphenylphosphine 
• 63995-75-5 sodium 3-(diphenylphosphanyl)benzenesulfonate 

Downstream Products

• 96723-94-3 C₁₈H₁₅O₄PS 
• 1373827-48-5 C₃₆H₃₀Cl₂O₆P₂PdS₂ 

Relevant articles and documents

Catalysts for Suzuki polycondensation: Ionic and "quasi-ionic" amphipathic palladium complexes with self-phase-transfer features

Poly(9,9-dioctylfluorene) (PFO) with Mn values above 100 000 g mol-1 in a toluene/water system and Mn values up to 600 000 g mol-1 in a THF/water system has been obtained by improved Suzuki polycondensation using a new kind of amphipathic palladium catalyst with self-phase-transfer features, which could overcome the disadvantage caused by the immiscible biphasic mixture and accelerate the transmetalation step (see figure). Copyright

High-yield synthesis and crystal structure determination of sodium triphenylphosphane monosulfonate (TPPMSNa)

A. simple, high-yield synthesis is described that leads to the sodium salt of monosulfonated triphenylphosphane (TPPMSNa) as a pure product in large quantities without complicated workup techniques. The single-crystal X-ray structure of TPPMSNa-2.5H2O is reported. The structure is built up by alternating layers of aquated sodium sulfonate units and hydrophobic triphenyl units. Thermogravimetric analyses show the loss of one molecule of water at 70 and. one at 105 °C. Thermal decomposition occurs at temperatures above 400 °C. The anhydrous ligand is hygroscopic. The preparation of the free acid TPPMSH starting from the sodium, salt is also reported. TPPMSH is an extremely hygroscopic solid that could not be isolated in the crystalline form.

Ionic interaction as a powerful driving force for the formation of heterobidentate assembly ligands

An ionic interaction has been used for the first time to assemble monophosphane ligands. NMR spectroscopy and X-ray studies show that cationic and anionic triphenylphosphane derivatives form ion pairs and subsequently act as a ligand in various transition-metal complexes. The position of the ionic functional groups allows both cis and trans coordination of the novel assembly ligand in square-planar transition-metal complexes.

PHOSPHINES SULFONEES ASYMETRIQUES V. CINETIQUE DE SULFONATION DES PHOSPHINES

The sulfonation of 1,2-, 1,3- and 1,4-diphosphines (dppe, dppp, dppb) is studied.It is shown that the sulfonation is faster for 1,4-diphophines than for 1,3- and 1,2-diphosphines.The conditions affording the tetrasulfonation are described, and also those allowing the obtention of a mixture containing large amounts of disulfonated diphosphines.This study is extended to chiral diphosphines (Cyclobutanediop, BDPP, Chiraphos).