164982-05-2

Basic information

• Product Name: Triphenyl-(4-sulfo-butyl)-phosphonium inner salt
• Synonyms: 4-(Triphenylphosphonio)butane-1-sulfonate;Triphenyl-(4-sulfo-butyl)-phosphonium inner salt;4-(Triphenylphosphonio)butane-1-sulfonate 99%
• CAS NO: 164982-05-2
• Molecular Formula: C₂₂H₂₃O₃PS
• Molecular Weight: 398.454981
• Mol File: 164982-05-2.mol

Chemical Properties

• Appearance: /
• BRN: 4018406
• CAS DataBase Reference: Triphenyl-(4-sulfo-butyl)-phosphonium inner salt(CAS DataBase Reference)
• NIST Chemistry Reference: Triphenyl-(4-sulfo-butyl)-phosphonium inner salt(164982-05-2)
• EPA Substance Registry System: Triphenyl-(4-sulfo-butyl)-phosphonium inner salt(164982-05-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 164982-05-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Triphenyl-(4-sulfo-butyl)-phosphonium inner salt is used as a reactant for the synthesis of sulfonyl-functionalized ionic liquids. Its presence in these ionic liquids imparts unique properties, such as enhanced solvation and improved thermal stability, which are beneficial for applications in catalysis, electrochemistry, and materials science.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Triphenyl-(4-sulfo-butyl)-phosphonium inner salt is used as a reactant for the synthesis of prostaglandins containing a sulfo group. The introduction of a sulfo group into the prostaglandin structure can modulate their biological activity, potentially leading to the development of new therapeutic agents with improved pharmacological profiles.
Used in Material Science:
Triphenyl-(4-sulfo-butyl)-phosphonium inner salt is also utilized in material science for the development of functional materials with tailored properties. Its ability to form ionic interactions and its compatibility with various polymer matrices make it a promising candidate for the design of stimuli-responsive materials, sensors, and other advanced applications.

Upstream product

• 1633-83-6 1,4-butane sultone 
• 603-35-0 triphenylphosphine 

Relevant articles and documents

Efficient procedure for oxathioacetalization using the novel ionic liquid

The novel ionic liquid with multi-SO3H groups has been synthesized through the simple procedure and its catalytic activity for the oxathioacetalization was investigated carefully at room temperature under solvent-free condition. The results sho

Pd-catalyzed ethylene methoxycarbonylation with Bronsted acid ionic liquids as promoter and phase-separable reaction media

Bronsted acid ionic liquids (BAILs) were prepared and applied as combined acid promoters and reaction media in Pd-phosphine catalyzed methoxycarbonylation of ethylene to produce methyl propionate. The BAILs served as alternatives to common mineral acids required for the reaction, e.g. methanesulfonic acid or sulfuric acid, resulting in high catalytic activity and selectivity towards methyl propionate. In addition, the BAILs yielded a biphasic system with the product and provided stability to palladium intermediates avoiding the undesirable formation of palladium black after reaction. These special features enabled facile methyl propionate separation and recovery of the ionic liquid catalyst system, thus allowing its re-use up to 15 times without apparent loss of catalytic activity or selectivity.

Phosphonium acidic ionic liquid: An efficient and recyclable homogeneous catalyst for the synthesis of 2-Arylbenzoxazoles, 2-Arylbenzimidazoles, and 2-Arylbenzothiazoles

A highly efficient and green strategy for the synthesis of 2-Arylbenzoxazoles, 2-Arylbenzimidazoles, and 2-Arylbenzothiazoles catalyzed by phosphonium acidic ionic liquid has been developed via the condensation of o-Aminophenol, o-phenylenediamines, and o-Aminothiophenol, respectively, with aldehydes. The reaction has a good yield, the broad substrate scope, and mild condition. Triphenyl(butyl-3-sulphonyl)phosphonium toluenesulfonate catalyst was easily obtained from cheap and available starting materials through a one-pot synthesis. Its structure was identified by 1H NMR, 13C NMR, 31P NMR, and FT-IR techniques. Other properties including thermal stability and acidity were determined by TGA and Hammett acidity function method. Interestingly, the catalyst can maintain its constantly outstanding performance till the fourth recovery.

Comprising zwitterionic and/or acid-functionalized ion liquid palladium catalyst system

The present invention concerns a catalyst system in particular a catalyst system comprising Palladium (Pd), a zwitterion and/or an acid-functionalized ionic liquid, and one or more phosphine ligands, wherein the Pd catalyst can be provided by a complex precursor, such as Pd(CH3COO)2, PdCI2, Pd(CH3COCHCOCH3), Pd (CF3COO)2, Pd(PPh3)4 or Pd2(dibenzylideneacetone)3. Such catalyst systems can be used for e.g. alkoxycarbonylation reactions, carboxylation reactions, and/or in a co-polymerization reaction, e.g. in the production of methyl propionate and/or propanoic acid, optionally in processes forming methyl methacrylate and/or methacrylic acid. Catalyst systems according to the invention are suitable for reactions forming separable product and catalyst phases and supported ionic liquid phase SILP applications.

One-pot synthesis of fused 3,4-dihydropyrimidin-2(1 H )-ones and thiones using a novel ionic liquid as an efficient and reusable catalyst: Improved protocol conditions for the Biginelli-like scaffolds

A novel ionic liquid with multi-SO3 H groups has been found to be an efficient acid catalyst for the one-pot three-component synthesis of fused 3,4-dihydropyrimidin-2(1 H )-ones and thiones under solvent free conditions. Good yields, short reaction times, straight forward workup, reusability of the catalyst and green conditions are the most obvious advantages of this methodology. Copyright by Walter de Gruyter.

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Bronsted acidic ionic liquids (BAILs), 2-pyrrolidonium hydrogen sulfate and (4-sulfobutyl)tris(4-sulfophenyl)phosphonium hydrogen sulfate are found to be efficient catalysts for synthesis of 14-aryl-14H-dibenzo[a,i] xanthene-8,13-dione, 3,4-dihydro-1H-benzo[b]xanthene-1,6,11(2H,12H)-trione, and aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraone derivatives.

PALLADIUM CATALYST SYSTEM COMPRISING ZWITTERION AND/OR ACID-FUNCTIONALYZED IONIC LIQUID

The present invention concerns a catalyst system in particular a catalyst system comprising Palladium (Pd), a zwitterion and/or an acid-functionalized ionic liquid, and one or more phosphine ligands, wherein the Pd catalyst can be provided by a complex precursor, such as Pd(CH3COO)2, PdCl2, Pd(CH3COCHCOCH3), Pd(CF3COO)2, Pd(PPh3)4 or Pd2(dibenzylideneacetone)3. Such catalyst systems can be used for e.g. alkoxycarbonylation reactions, carboxylation reactions, and/or in a co-polymerization reaction, e.g. in the production of methyl propionate and/or propanoic acid, optionally in processes forming methyl methacrylate and/or methacrylic acid. Catalyst systems according to the invention are suitable for reactions forming separable product and catalyst phases and supported ionic liquid phase SILP applications.