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Bis(trimethylsilyl) phosphonite

Base Information
  • Chemical Name:Bis(trimethylsilyl) phosphonite
  • CAS No.:30148-50-6
  • Molecular Formula:C6H19O2PSi2
  • Molecular Weight:210.36
  • Hs Code.:2931900090
  • DSSTox Substance ID:DTXSID50448074
  • Nikkaji Number:J1.117.760C
  • Wikidata:Q82267015
  • Mol file:30148-50-6.mol
Bis(trimethylsilyl) phosphonite

Synonyms:Bis(trimethylsilyl) phosphonite;30148-50-6;bis(trimethylsiloxy)phosphine;Bis(trimethylsilyl)phosphonite;bis(trimethylsilyl)hypophosphite;SCHEMBL2293857;DTXSID50448074;YSGHVVHSZCACTQ-UHFFFAOYSA-N;Phosphonous acid bis(trimethylsilyl) ester

Suppliers and Price of Bis(trimethylsilyl) phosphonite
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • American Custom Chemicals Corporation
  • BIS-(TRIMETHYLSILYLOXY)PHOSPHINE 95.00%
  • 5MG
  • $ 503.53
Total 3 raw suppliers
Chemical Property of Bis(trimethylsilyl) phosphonite
Chemical Property:
  • PSA:32.05000 
  • LogP:3.19790 
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:4
  • Exact Mass:210.06611991
  • Heavy Atom Count:11
  • Complexity:103
Purity/Quality:

99% *data from raw suppliers

BIS-(TRIMETHYLSILYLOXY)PHOSPHINE 95.00% *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:C[Si](C)(C)OPO[Si](C)(C)C
Technology Process of Bis(trimethylsilyl) phosphonite

There total 7 articles about Bis(trimethylsilyl) phosphonite which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With ammonium hypophosphorous acid; at 120 - 130 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.03.107
Guidance literature:
With ammonium hypophosphite; at 38 - 48 ℃; Inert atmosphere;
DOI:10.1021/jm701425k
Guidance literature:
With ammonium hypophosphite; N-ethyl-N,N-diisopropylamine; In toluene; at 20 ℃; for 3h; Product distribution / selectivity;
Refernces

Method of synthesis of phosphinic acids based on hypophosphites: VIII.1 synthesis of α-aminoalkylphenethylphosphinic acids

10.1134/S107036321109009X

The research presents a novel one-pot method for synthesizing α-aminoalkylphenethylphosphinic acids through a double Arbuzov rearrangement based on hypophosphites. The key chemicals involved in this process include bis(trimethylsilyl)hypophosphite, styrene, benzylamine, diphenylmethylamine, and various aldehydes. The method involves the formation of bis(trimethylsilyl)phenethylphosphonite in situ by adding bis(trimethylsilyl)hypophosphite to styrene, followed by its addition to Schiff bases derived from benzylamine or diphenylmethylamine and aldehydes. The subsequent removal of N-protecting groups by hydrogenation or acidic hydrolysis yields the desired α-aminoalkylphenethylphosphinic acids. The study also explores the use of cadmium salts to increase the yield of the reaction and employs NMR spectroscopy for the characterization of the synthesized compounds.

Synthesis of functionalized 1-trimethylsiloxy-substituted O-trimethylsilyl alkylphosphonites and their derivatives

10.1002/hc.20430

The study presents a method for the synthesis of functionalized 1-trimethylsiloxy-substituted O-trimethylsilyl alkylphosphonites and their derivatives. The chemicals used include trimethylsilyl esters of tricoordinate organophosphorus acids, various functionalized aldehydes with vinyl, aryl, and heterocyclic fragments, as well as bis(trimethylsiloxy)phosphine, trimethylsilyl phosphites, and phosphonites. These reagents serve as precursors for the creation of new functionalized 1-hydroxyalkylorganophosphorus acids, which are of interest as potential polydentate ligands in catalytic systems and as biologically active compounds, mimicking the functions of hydroxyl and amino acids. The purpose of these chemicals is to facilitate nucleophilic addition reactions under mild conditions, leading to the formation of phosphonites and phosphinates with aryl or heterocyclic fragments, which are valuable in organophosphorus chemistry.

Addition of bis(trimethylsiloxy)phosphine to aryl-substituted acetylenes [1]

10.1007/s11176-005-0122-4

The research investigates the addition of bis(trimethylsiloxy)phosphine to aryl-substituted acetylenes. The primary purpose is to develop a convenient method for preparing functionalized phosphonites and their derivatives, which have potential applications in various chemical and industrial processes. The study demonstrates that bis(trimethylsiloxy)phosphine reacts with aryl-substituted acetylenes via a radical mechanism, facilitated by azodiisobutyronitrile as a catalyst under thermolysis conditions at 100–120°C. Key chemicals used include bis(trimethylsiloxy)phosphine, phenylacetylene, anisylacetylene, and azodiisobutyronitrile. The reactions produce diphosphonites and vinylphosphonites, with the latter forming a 2:1 mixture of E and Z isomers. The products were characterized using NMR spectroscopy, confirming their structures. The study concludes that this method offers a viable route for synthesizing these compounds, with potential for further functionalization and application in organic synthesis.

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