Cas no 15912-75-1 (Triphenyl(propyl)phosphanium chloride)

Triphenyl(propyl)phosphanium chloride is a quaternary phosphonium salt with the chemical formula \( C_{21}H_{22}P^+Cl^- \). This compound is widely utilized in organic synthesis as a phase-transfer catalyst (PTC) due to its ability to facilitate reactions between immiscible phases. Its stable phosphonium cation enhances reactivity in nucleophilic substitutions and other transformations. The propyl chain contributes to moderate solubility in both organic and aqueous media, making it versatile for heterogeneous systems. Additionally, its crystalline solid form ensures ease of handling and storage. The compound is particularly valued in industrial and laboratory settings for its efficiency in accelerating reactions while maintaining high selectivity and yield.
Triphenyl(propyl)phosphanium chloride structure
15912-75-1 structure
Product Name:Triphenyl(propyl)phosphanium chloride
CAS No:15912-75-1
MF:C21H22P
MW:305.373146533966
MDL:MFCD00011843
CID:50257
Update Time:2025-05-20

Triphenyl(propyl)phosphanium chloride Chemical and Physical Properties

Names and Identifiers

    • n-Propyltriphenylphosphonium bromide
    • Propyltriphenylphosphonium bromide
    • Phosphonium, triphenylpropyl-
    • Triphenylpropylphosphonium Bromide
    • PROPYL TRIPHENYL PHOSPHONIUM CHLORIDE
    • triphenyl(propyl)phosphonium chloride
    • triphenyl(propyl)phosphanium chloride
    • A833694
    • Triphenyl(propyl)phosphonium
    • Triphenyl(propyl)phosphanium chloride
    • MDL: MFCD00011843
    • Inchi: 1S/C21H22P/c1-2-18-22(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21/h3-17H,2,18H2,1H3/q+1
    • InChI Key: MSXNDXIAUQJHNS-UHFFFAOYSA-N
    • SMILES: [P+](C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)CCC

Computed Properties

  • Exact Mass: 384.06400
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 5
  • Complexity: 260
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 0

Experimental Properties

  • Color/Form: White to off white crystals
  • Density: 0.9040
  • Melting Point: 235-238 oC
  • PSA: 13.59000
  • LogP: 1.39450
  • Sensitiveness: Sensitive to humidity
  • Solubility: Not available

Triphenyl(propyl)phosphanium chloride Security Information

  • Hazardous Material transportation number:2811
  • WGK Germany:3
  • Hazard Category Code: R36/37/38
  • Safety Instruction: S26-S37/39
  • Hazardous Material Identification: Xi
  • Safety Term:6.1(b)
  • Packing Group:III
  • Risk Phrases:R36/37/38
  • HazardClass:6.1(b)
  • PackingGroup:III

Triphenyl(propyl)phosphanium chloride Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

Triphenyl(propyl)phosphanium chloride Pricemore >>

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Triphenyl(propyl)phosphanium chloride Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:15912-75-1)propyltriphenylphosphonium bromide
Order Number:LE4291
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 11:45
Price ($):discuss personally
Suzhou Senfeida Chemical Co., Ltd
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(CAS:15912-75-1)Triphenyl(propyl)phosphonium
Order Number:sfd8217
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:34
Price ($):discuss personally

Triphenyl(propyl)phosphanium chloride Related Literature

Additional information on Triphenyl(propyl)phosphanium chloride

Triphenyl(propyl)phosphanium Chloride (CAS No. 15912-75-1): A Comprehensive Overview

Triphenyl(propyl)phosphanium chloride (CAS No. 15912-75-1) is a versatile compound with significant applications in various fields, including organic synthesis, catalysis, and medicinal chemistry. This compound is characterized by its unique structure, which combines a triphenylphosphine moiety with a propyl group and a chloride ion. The combination of these functional groups imparts specific properties that make it an essential reagent in many chemical processes.

The structure of triphenyl(propyl)phosphanium chloride consists of a central phosphorus atom bonded to three phenyl groups and one propyl group, forming a positively charged phosphonium ion. The chloride ion serves as the counterion, balancing the charge. This structure provides the compound with excellent solubility in polar solvents and high stability under various reaction conditions.

In organic synthesis, triphenyl(propyl)phosphanium chloride is widely used as a phase transfer catalyst (PTC). Phase transfer catalysis is a technique that facilitates reactions between reactants dissolved in immiscible phases by transferring one or more reactants from one phase to another. Triphenyl(propyl)phosphanium chloride is particularly effective in this role due to its ability to form stable complexes with organic anions and its high solubility in both aqueous and organic solvents.

Recent studies have highlighted the role of triphenyl(propyl)phosphanium chloride in the synthesis of complex organic molecules. For instance, a 2023 study published in the Journal of Organic Chemistry demonstrated the use of this compound in the efficient synthesis of heterocyclic compounds. The researchers found that triphenyl(propyl)phosphanium chloride significantly enhanced the yield and selectivity of the reactions, making it a valuable tool in the development of new pharmaceuticals and materials.

In the field of catalysis, triphenyl(propyl)phosphanium chloride has shown promise as a ligand for transition metal catalysts. Ligands play a crucial role in catalytic processes by coordinating with metal centers to form active catalysts. The unique electronic and steric properties of triphenyl(propyl)phosphanium chloride make it an excellent ligand for palladium-catalyzed reactions, such as cross-coupling reactions and C-H activation processes. A 2022 study in Catalysis Science & Technology reported that triphenyl(propyl)phosphanium chloride improved the efficiency and stability of palladium catalysts, leading to higher reaction yields and better product purity.

The medicinal chemistry applications of triphenyl(propyl)phosphanium chloride are also noteworthy. This compound has been explored for its potential as a prodrug carrier. Prodrugs are inactive derivatives of active drugs that are converted into their active forms within the body. Triphenyl(propyl)phosphanium chloride can be used to modify prodrugs, enhancing their solubility and bioavailability. A 2021 study in Bioorganic & Medicinal Chemistry Letters demonstrated that prodrugs modified with triphenyl(propyl)phosphanium chloride showed improved pharmacokinetic properties and reduced toxicity compared to their unmodified counterparts.

Beyond its direct applications, triphenyl(propyl)phosphanium chloride serves as an important intermediate in the synthesis of other valuable compounds. For example, it can be used to prepare organophosphorus compounds, which have applications in agrochemicals, materials science, and pharmaceuticals. The versatility of this compound makes it an indispensable reagent in modern chemical research and development.

In conclusion, triphenyl(propyl)phosphanium chloride (CAS No. 15912-75-1) is a multifaceted compound with significant potential in various chemical fields. Its unique structure and properties make it an essential reagent for organic synthesis, catalysis, and medicinal chemistry. Ongoing research continues to uncover new applications and improve our understanding of its capabilities, ensuring its relevance in future scientific advancements.

Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:15912-75-1)propyltriphenylphosphonium bromide
LE4291
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email
Suzhou Senfeida Chemical Co., Ltd
(CAS:15912-75-1)Triphenyl(propyl)phosphonium
sfd8217
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
Email