Cas no 15898-47-2 ((Cyanomethyl)triphenylphosphonium bromide)

(Cyanomethyl)triphenylphosphonium bromide is a versatile phosphonium salt widely used as a reagent in organic synthesis, particularly in the formation of ylides for Wittig reactions. Its key advantages include high reactivity in the generation of stabilized ylides, facilitating the synthesis of α,β-unsaturated nitriles and other functionalized olefins. The compound’s stability under standard conditions and ease of handling make it a practical choice for laboratory applications. Additionally, its crystalline solid form ensures consistent purity and reliable performance in reactions. The presence of the cyano group enhances its utility in constructing complex molecular frameworks, making it valuable in pharmaceuticals, agrochemicals, and materials science research.
(Cyanomethyl)triphenylphosphonium bromide structure
15898-47-2 structure
Product Name:(Cyanomethyl)triphenylphosphonium bromide
CAS No:15898-47-2
MF:C20H17BrNP
MW:382.233444929123
MDL:MFCD00031671
CID:121262
PubChem ID:11811037
Update Time:2025-06-26

(Cyanomethyl)triphenylphosphonium bromide Chemical and Physical Properties

Names and Identifiers

    • (Cyanomethyl)triphenylphosphonium bromide
    • cyanomethyl(triphenyl)phosphanium,bromide
    • Phosphonium,(cyanomethyl)triphenyl-, bromide (1:1)
    • cyanomethyl triphenylphosphonium bromide
    • C20H17BrNP
    • QBGFELJINDMTMH-UHFFFAOYSA-M
    • 7987AA
    • triphenyl cyanomethyl phosphonium bromide
    • cyanomethyl(triphenyl)phosphanium;bromide
    • AK117456
    • AX8046505
    • 15898-47-2
    • DTXSID60473317
    • FT-0729365
    • Phosphonium, (cyanomethyl)triphenyl-, bromide (1:1)
    • SCHEMBL1654831
    • MFCD00031671
    • (Cyanomethyl)triphenylphosphoniumbromide
    • (Cyanomethyl)triphenyl
    • W18316
    • AKOS016010479
    • SY224150
    • A850243
    • CS-0030399
    • (CYANOMETHYL)TRIPHENYLPHOSPHANIUM BROMIDE
    • MDL: MFCD00031671
    • Inchi: 1S/C20H17NP.BrH/c21-16-17-22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20;/h1-15H,17H2;1H/q+1;/p-1
    • InChI Key: QBGFELJINDMTMH-UHFFFAOYSA-M
    • SMILES: [Br-].[P+](CC#N)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1

Computed Properties

  • Exact Mass: 381.02800
  • Monoisotopic Mass: 381.02820g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 4
  • Complexity: 332
  • 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
  • Topological Polar Surface Area: 23.8

Experimental Properties

  • PSA: 37.38000
  • LogP: 0.50808

(Cyanomethyl)triphenylphosphonium bromide 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%

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(Cyanomethyl)triphenylphosphonium bromide Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:15898-47-2)(Cyanomethyl)triphenylphosphonium bromide
Order Number:A850243
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 07:29
Price ($):544.0

(Cyanomethyl)triphenylphosphonium bromide Related Literature

Additional information on (Cyanomethyl)triphenylphosphonium bromide

Cyanomethyltriphenylphosphonium Bromide: A Comprehensive Overview

Cyanomethyltriphenylphosphonium bromide, also known by its CAS number 15898-47-2, is a versatile compound with significant applications in various fields of chemistry. This compound, often abbreviated as CyMe3PPh3Br, is widely recognized for its unique properties and has been a subject of extensive research in recent years. Its structure consists of a triphenylphosphine moiety attached to a cyanomethyl group, making it a valuable reagent in organic synthesis and catalysis.

The cyanomethyl group in this compound plays a crucial role in its reactivity and functionality. This group imparts nucleophilic properties, which are essential in various chemical transformations. Recent studies have highlighted the use of cyanomethyltriphenylphosphonium bromide as an efficient catalyst in asymmetric synthesis, particularly in the formation of chiral centers. The ability to induce high enantioselectivity has made this compound a favorite among researchers working on complex molecule synthesis.

In terms of synthesis, cyanomethyltriphenylphosphonium bromide can be prepared through a variety of methods. One common approach involves the reaction of triphenylphosphine with alkyl halides in the presence of a base. The choice of solvent and reaction conditions significantly influences the yield and purity of the final product. Recent advancements have focused on optimizing these conditions to achieve higher yields and better reproducibility.

The applications of cyanomethyltriphenylphosphonium bromide are not limited to organic synthesis. It has also found utility in electrochemistry, particularly as an additive in lithium-ion batteries. Studies have shown that the compound can enhance the performance and stability of battery electrodes by modifying their surface properties. This application underscores the versatility of cyanomethyltriphenylphosphonium bromide and its potential impact on energy storage technologies.

Another emerging area of research involves the use of cyanomethyltriphenylphosphonium bromide in polymer chemistry. The compound has been employed as a initiator for controlled radical polymerization, offering new avenues for the synthesis of functional polymers with tailored properties. This development aligns with the growing demand for sustainable and high-performance materials across industries.

From a structural standpoint, cyanomethyltriphenylphosphonium bromide exhibits a stable and symmetric arrangement due to its triphenylphosphine backbone. This stability contributes to its long shelf life and ease of handling, making it suitable for large-scale industrial applications. Recent studies have also explored the use of this compound in click chemistry, where it serves as an efficient catalyst for rapid bond formation.

In conclusion, cyanomethyltriphenylphosphonium bromide (CAS No. 15898-47-2) is a multifaceted compound with a wide range of applications across different chemical disciplines. Its unique properties, coupled with ongoing research into new synthetic methods and applications, ensure that it remains at the forefront of chemical innovation. As advancements continue to unfold, this compound is poised to play an even more significant role in shaping future technologies.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:15898-47-2)(Cyanomethyl)triphenylphosphonium bromide
A850243
Purity:99%
Quantity:25g
Price ($):544.0
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