Cas no 15647-89-9 (Triphenylphosphine Hydrochloride)

Triphenylphosphine Hydrochloride (C18H16ClP) is a white to off-white crystalline solid widely used as a versatile reagent in organic synthesis. It serves as a key intermediate in the preparation of phosphonium salts and as a catalyst or ligand in various coupling reactions, including Wittig and Stille reactions. The compound is valued for its stability, ease of handling, and high reactivity in nucleophilic and reducing processes. Its hydrochloride form enhances solubility in polar solvents, facilitating its use in homogeneous reaction conditions. Triphenylphosphine Hydrochloride is particularly useful in pharmaceutical and fine chemical synthesis, where precise control over reaction pathways is critical.
Triphenylphosphine Hydrochloride structure
15647-89-9 structure
Product Name:Triphenylphosphine Hydrochloride
CAS No:15647-89-9
MF:C18H17Cl2P
MW:335.207343816757
CID:121105
PubChem ID:87087905
Update Time:2025-11-01

Triphenylphosphine Hydrochloride Chemical and Physical Properties

Names and Identifiers

    • Phosphine, triphenyl-,hydrochloride (1:1)
    • Triphenylphosphine Hydrochloride
    • 3-carboxypropyltriphenylphosphonium chloride
    • o-methylbenzyltriphenylphosphoniumchloride
    • triphenyl phosphine chloride
    • TRIPHENYLPHOSPHONIUM CHLORIDE
    • triphenylphospine hydrochloride
    • triphenylphosphane;dihydrochloride
    • triphenyl phosphonium chloride
    • SCHEMBL288031
    • 15647-89-9
    • TRIPHENYLPHOSPHINE DIHYDROCHLORIDE
    • Inchi: 1S/C18H15P.2ClH/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;/h1-15H;2*1H
    • InChI Key: HYUFXBPAIGJHRY-UHFFFAOYSA-N
    • SMILES: Cl.Cl.P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1

Computed Properties

  • Exact Mass: 334.04400
  • Monoisotopic Mass: 334.0444929g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 7
  • Complexity: 525
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 4.9
  • Topological Polar Surface Area: 102

Experimental Properties

  • Color/Form: Not determined
  • PSA: 13.59000
  • LogP: 5.04880
  • Solubility: Not determined

Triphenylphosphine Hydrochloride 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%

Triphenylphosphine Hydrochloride Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
FUJIFILM
327-71011-1g
Triphenylphosphine Hydrochloride
15647-89-9
1g
JPY 6100 2023-09-15
FUJIFILM
323-71013-5g
Triphenylphosphine Hydrochloride
15647-89-9
5g
JPY 18200 2023-09-15

Triphenylphosphine Hydrochloride Related Literature

Additional information on Triphenylphosphine Hydrochloride

Triphenylphosphine Hydrochloride (CAS No. 15647-89-9): A Comprehensive Overview

Triphenylphosphine Hydrochloride, chemically designated as Ph?P·HCl, is a well-established compound in the realm of organophosphorus chemistry. With a CAS number of 15647-89-9, this compound has garnered significant attention due to its versatile applications in synthetic chemistry, catalysis, and pharmaceutical research. The triphenylphosphine moiety, characterized by its three phenyl groups attached to a central phosphorus atom, imparts unique electronic and steric properties that make it invaluable in various chemical transformations.

The hydrochloride salt form of triphenylphosphine enhances its solubility in polar solvents, making it more accessible for use in diverse chemical reactions. This compound is particularly noted for its role as a ligand in transition metal catalysis, where it facilitates the formation of stable complexes that are essential for cross-coupling reactions such as the Suzuki-Miyaura coupling. These reactions are pivotal in the synthesis of complex organic molecules, including many pharmaceutical intermediates and fine chemicals.

In recent years, the applications of Triphenylphosphine Hydrochloride have expanded into the field of medicinal chemistry. Researchers have leveraged its ability to stabilize reactive intermediates and transition metal centers to develop novel drug candidates. For instance, studies have demonstrated its utility in the synthesis of phosphine-based ligands that enhance the activity of palladium catalysts used in the preparation of antiviral and anticancer agents. The compound's stability under various reaction conditions makes it an attractive choice for industrial-scale synthesis, ensuring consistent yields and high purity.

The role of Triphenylphosphine Hydrochloride in asymmetric catalysis has also been extensively explored. By designing chiral derivatives of this compound, chemists have been able to induce enantioselectivity in reactions, which is crucial for the synthesis of optically active pharmaceuticals. These advancements highlight the compound's significance in developing enantioenriched compounds with enhanced biological activity and reduced side effects.

Moreover, Triphenylphosphine Hydrochloride has found applications in the field of materials science. Its ability to form coordination complexes with various metals has been utilized in the development of luminescent materials and sensors. These materials are employed in applications ranging from environmental monitoring to medical diagnostics, underscoring the compound's broad utility beyond traditional organic synthesis.

The synthesis of Triphenylphosphine Hydrochloride typically involves the reaction of triphenylphosphine with hydrochloric acid or phosphorus trichloride hydrochloride. This straightforward synthetic route ensures high yields and purity, making it readily available for research and industrial purposes. The compound's stability under storage conditions further adds to its practicality, allowing for long-term use without significant degradation.

Recent research has also delved into the mechanistic aspects of reactions involving Triphenylphosphine Hydrochloride. By employing advanced spectroscopic techniques and computational methods, scientists have gained deeper insights into how this compound interacts with catalysts and substrates. These studies not only enhance our understanding of organophosphorus chemistry but also pave the way for more efficient and sustainable synthetic methodologies.

The pharmaceutical industry continues to benefit from the versatility of Triphenylphosphine Hydrochloride. Its use as a reagent in the synthesis of active pharmaceutical ingredients (APIs) has streamlined many drug development processes. Additionally, its role in polymer chemistry has led to the creation of novel materials with tailored properties, such as improved thermal stability and mechanical strength.

In conclusion, Triphenylphosphine Hydrochloride (CAS No. 15647-89-9) is a multifaceted compound with far-reaching applications across multiple scientific disciplines. Its significance in catalysis, medicinal chemistry, materials science, and beyond underscores its importance as a research tool and industrial chemical. As new methodologies and applications continue to emerge, this compound will undoubtedly remain at the forefront of chemical innovation.

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