1779-54-0

Usage

Uses

Used in Organic Synthesis:
(METHYLTHIOMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE is used as a reagent for the preparation of various organic compounds, contributing to the advancement of chemical research and the development of new materials.
Used as a Phase-Transfer Catalyst:
In the chemical industry, (METHYLTHIOMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE serves as a phase-transfer catalyst, enhancing the efficiency of reactions by enabling the transfer of reactants from one phase to another, which is crucial for processes involving immiscible substances.
Used in Pharmaceutical Research:
(METHYLTHIOMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE is utilized in pharmaceutical applications due to its potential role in the development of new drugs, taking advantage of its unique chemical properties to create novel therapeutic agents.
Used in Materials Science:
(METHYLTHIOMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE is also studied in the field of materials science for its potential to contribute to the creation of new materials with specific properties, such as improved conductivity or reactivity.

InChI:InChI=1/C20H20PS.ClH/c1-22-17-21(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20;/h2-16H,17H2,1H3;1H/q+1;/p-1

Upstream product

• 2373-51-5 chloro-methylsulfanyl-methane 
• 603-35-0 triphenylphosphine 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 23462-73-9 triphenylmethylmercapto methylenephosphorane 
• 98-88-4 benzoyl chloride 
• 874-60-2 4-methyl-benzoyl chloride 

Downstream Products

• 15096-10-3 methyl 2,2-diphenylethenyl sulfide 
• 106183-90-8 (E/Z)-2-(3-bromo-2-thienyl)vinyl methyl sulphide 
• 85477-41-4 (2E)-2-Methoxy-3-methylthiothioacrylsaeure-O-methylester 
• 85477-40-3 (2Z)-2-Methoxy-3-methylthiothioacrylsaeure-O-methylester 
• 3878-45-3 triphenylphosphine sulfide 
• 132934-15-7 1-Bromo-4-methoxy-2-((E)-4-methylsulfanyl-but-3-enyl)-benzene 
• 106184-25-2 2-(2-bromophenyl)vinyl methyl sulphide 
• 155733-13-4 (E,Z)-5-(3,5-dimethoxyphenyl)-1-(methylthio)-1-pentene 
• 7715-02-8 (2-methylsulfanylvinyl)benzene 
• 501332-92-9 1-methylsulfanyl-4-phenylbut-1-ene 
• 209865-41-8 1-methylsulfanyl-3-phenylpropene 
• 501332-93-0 1-methylsulfanyl-2-(2-nitrophenyl)ethane 
• 23462-73-9 triphenylmethylmercapto methylenephosphorane 
• 72434-07-2 ((Methylsulfonyl)methyl)triphenylphosphonium chloride 

Relevant academic research and scientific papers

Aldehyde to Ketone Homologation Enabled by Improved Access to Thioalkyl Phosphonium Salts

Phosphines were previously unusable as Pummerer-type nucleophiles due to competing redox chemistry with sulfoxides. Here we circumvent this problem to achieve a formal phosphine Pummerer reaction that offers thioalkyl phosphonium salts that, in turn, give rise to diverse vinyl sulfides via Wittig olefinations. Thirty vinyl sulfides are thus prepared from (alkylthioalkyl)triphenyl phosphonium salts and aldehydes. The hydrolysis of these vinyl sulfides offers an efficient and versatile two-step one-carbon homologation of aldehydes to ketones.

A simplified preparation of vinyl sulfides, selenides and tellurides by a Wittig-type reaction

The preparation of several vinyl sulfides, selenides and tellurides by Wittig-type reaction in a one-pot procedure is described. The chalcogenyl triphenylphosphoranes 3 are formed 'in situ' by the reaction of chloromethyl phenyl chalcogenide, potassium tert-butoxide and triphenylphosphine. Reaction of 3 with carbonyl compounds affords the vinyl chalcogenides 6-9 with preferential Z-configuration.

PYROLYSIS OF α-ACYL,α-THIO PHOSPHORANES THIOACETYLENES

Pyrolysis of α-acyl,α-thio phosphoranes affords thioacetylenes in a good yield.The thio acethylenes are precursors of terminal and alkyl disubstituted acetylenes.

Synthesis of 1-Alkylthiovinyl- and 1-Arylthiovinyl-phosphonium Salts and Their Use in the Formation of Cyclopentanes

The synthesis of 1-methylthiovinyltriphenyl- and 1-phenylthiovinyltriphenyl-phosphonium salts (1; R = SMe and R = SPh) by introduction of a methylene group α- to the phosphonium centre in Ph3P+-CH2SR is described.The scope and limitations of the method are indicated.The salts (1; R = SMe and R = SPh) are used in the formation of highly functionalised cyclopentanes via an intramolecular Wittig reaction.

Phosphonium salts as herbicides

Use as herbicides of certain phosphonium salts of the formula wherein the symbols have defined meanings.