Cas no 13716-45-5 (Diethyl Trimethylsilyl Phosphite)

Diethyl Trimethylsilyl Phosphite is a specialized organophosphorus compound featuring both phosphite and silyl functional groups. Its key advantage lies in its dual reactivity, serving as a versatile intermediate in organic synthesis, particularly in phosphorylation and silylation reactions. The trimethylsilyl group enhances solubility in nonpolar solvents, facilitating reactions under mild conditions. This compound is particularly useful in the preparation of phosphonates and as a protecting group for phosphites. Its stability and controlled reactivity make it valuable in pharmaceutical and agrochemical research, where precise functional group manipulation is required. Proper handling under inert conditions is recommended due to its sensitivity to moisture.
Diethyl Trimethylsilyl Phosphite structure
13716-45-5 structure
Product Name:Diethyl Trimethylsilyl Phosphite
CAS No:13716-45-5
MF:C7H19O3PSi
MW:210.283224344254
MDL:MFCD00464673
CID:218393
PubChem ID:83682
Update Time:2025-10-23

Diethyl Trimethylsilyl Phosphite Chemical and Physical Properties

Names and Identifiers

    • Phosphorous acid,diethyl trimethylsilyl ester
    • DIETHYL TRIMETHYLSILYL PHOSPHITE
    • Dimethyl Trimethylsilyl Phosphite
    • DIETHYL TRIMETHYLSILYL PHOSPHITE 96%
    • Diethyl trimethylsilyl phosphite >=95.0% (GC)
    • PHOSPHOROUS ACID DIETHYL TRIMETHYLSILYL ESTER
    • EINECS 237-268-5
    • FT-0763143
    • SY047769
    • DTXSID40160091
    • Diethyl trimethylsilyl phosphite, >=95.0% (GC)
    • BB 0221093
    • MFCD00464673
    • diethyltrimethylsilylphosphite
    • AKOS015915729
    • J-006966
    • S06557
    • Phosphorous acid, diethyl trimethylsilyl ester
    • 13716-45-5
    • ATRMOIYYLVRRBZ-UHFFFAOYSA-N
    • L5A624T8ZC
    • diethyl (trimethylsilyl) phosphite
    • AC9633
    • NS00052339
    • SCHEMBL2379966
    • DB-230213
    • Diethyl Trimethylsilyl Phosphite
    • MDL: MFCD00464673
    • Inchi: 1S/C7H19O3PSi/c1-6-8-11(9-7-2)10-12(3,4)5/h6-7H2,1-5H3
    • InChI Key: ATRMOIYYLVRRBZ-UHFFFAOYSA-N
    • SMILES: P(OCC)(OCC)O[Si](C)(C)C

Computed Properties

  • Exact Mass: 210.08400
  • Monoisotopic Mass: 210.08410800g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 6
  • Complexity: 110
  • Covalently-Bonded Unit Count: 1
  • 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: 27.7?2

Experimental Properties

  • Color/Form: Not available
  • Density: 0.921?g/mL?at 25?°C(lit.)
  • Boiling Point: 58-59?°C10?mm Hg(lit.)
  • Flash Point: 33?°C
  • Refractive Index: n20/D 1.413(lit.)
  • PSA: 45.34000
  • LogP: 3.08740
  • Solubility: Not available

Diethyl Trimethylsilyl Phosphite Security Information

  • Hazardous Material transportation number:UN 1993 3/PG 3
  • WGK Germany:3
  • Hazard Category Code: 10
  • Safety Instruction: S23; S24/25
  • FLUKA BRAND F CODES:10-21
  • Packing Group:III
  • Hazard Level:3.2
  • Safety Term:3.2
  • Packing Group:III
  • Risk Phrases:R10
  • HazardClass:3.2
  • PackingGroup:III

Diethyl Trimethylsilyl Phosphite 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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Diethyl Trimethylsilyl Phosphite Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:13716-45-5)Diethyl Trimethylsilyl Phosphite
Order Number:A1201368
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 02:45
Price ($):634.0

Additional information on Diethyl Trimethylsilyl Phosphite

Diethyl Trimethylsilyl Phosphite (CAS No. 13716-45-5): An Overview of Its Properties, Applications, and Recent Research

Diethyl Trimethylsilyl Phosphite (CAS No. 13716-45-5) is a versatile compound that has gained significant attention in the fields of organic synthesis, pharmaceuticals, and materials science. This phosphite derivative, characterized by its unique chemical structure, offers a wide range of applications due to its reactivity and stability. In this comprehensive overview, we will delve into the properties, synthesis methods, applications, and recent research advancements of Diethyl Trimethylsilyl Phosphite.

Chemical Structure and Properties

Diethyl Trimethylsilyl Phosphite is a phosphorus-containing compound with the molecular formula C7H19O2P. The compound features a phosphorus atom bonded to two ethyl groups and one trimethylsilyl group. This unique structure imparts several key properties to the molecule:

  • Solubility: Diethyl Trimethylsilyl Phosphite is soluble in common organic solvents such as dichloromethane, ethyl acetate, and toluene. This solubility makes it an ideal reagent for various synthetic reactions.
  • Reactivity: The presence of the phosphorus atom and the trimethylsilyl group enhances the reactivity of the compound. It can participate in a variety of chemical transformations, including nucleophilic substitution reactions and phosphorus-mediated coupling reactions.
  • Stability: Despite its reactivity, Diethyl Trimethylsilyl Phosphite exhibits good stability under standard laboratory conditions. However, it should be stored in a cool, dry place to prevent degradation.

Synthesis Methods

The synthesis of Diethyl Trimethylsilyl Phosphite can be achieved through several well-established routes. One common method involves the reaction of trimethylsilyl chloride with diethyl phosphite in the presence of a base such as triethylamine. The reaction proceeds via a nucleophilic substitution mechanism:

            Cl-SiMe3 + (EtO)2P(OH) → (EtO)2P(OSiMe3) + HCl
        

This method is widely used due to its simplicity and high yield. Other synthetic routes include the reaction of trimethylsilyl bromide with diethyl phosphite or the direct silylation of diethyl phosphite using hexamethyldisilazane (HMDS).

Applications in Organic Synthesis

Diethyl Trimethylsilyl Phosphite finds extensive use in organic synthesis as a versatile reagent. Its ability to form stable silyl ethers makes it valuable in protecting group chemistry. For example, it can be used to protect hydroxyl groups in complex molecules, facilitating subsequent synthetic steps without interference from reactive hydroxyl functionalities.

In addition to protecting group applications, Diethyl Trimethylsilyl Phosphite is also employed in the synthesis of organophosphorus compounds. These compounds are crucial intermediates in the production of various pharmaceuticals and agrochemicals. Recent studies have explored its use in palladium-catalyzed cross-coupling reactions, where it serves as an effective ligand or additive to enhance reaction efficiency and selectivity.

Pharmaceutical Applications

The pharmaceutical industry has shown increasing interest in the use of organophosphorus compounds due to their potential therapeutic properties. Diethyl Trimethylsilyl Phosphite, as a key intermediate, plays a crucial role in the synthesis of several important drugs. For instance, it has been utilized in the preparation of antiviral agents and anticancer drugs.

A notable example is its application in the synthesis of oseltamivir phosphate (Tamiflu), an antiviral drug used to treat influenza infections. The compound's ability to form stable intermediates during synthetic processes ensures high yields and purity levels, which are critical for pharmaceutical applications.

MATERIALS SCIENCE AND POLYMER CHEMISTRY APPLICATIONS

Beyond organic synthesis and pharmaceuticals, DIEthYL TRIMETHYLSILYL PHOSPHITE has found applications in materials science and polymer chemistry. Its unique chemical structure makes it suitable for use as a modifier or additive in polymer formulations. For example, it can improve the thermal stability and mechanical properties of polymers by forming stable silyl ether linkages within the polymer matrix.

In recent research, scientists have explored the use of organophosphorus compounds likeDIEthYL TRIMETHYLSILYL PHOSPHITE in developing advanced functional materials with enhanced performance characteristics. These materials have potential applications in areas such as electronics, coatings, and adhesives.

CURRENT RESEARCH TRENDS AND FUTURE PROSPECTS

The ongoing research onDIEthYL TRIMETHYLSILYL PHOSPHITE highlights its potential for further innovation across multiple fields. Recent studies have focused on optimizing synthetic methods to improve yield and purity while reducing environmental impact. Additionally, researchers are investigating novel applications that leverage its unique chemical properties.

In the field of catalysis,DIEthYL TRIMETHYLSILYL PHOSPHITE has shown promise as a ligand or additive in homogeneous catalytic systems. Its ability to stabilize transition metal complexes can enhance catalytic activity and selectivity in various reactions.

In conclusion,DIEthYL TRIMETHYLSILYL PHOSPHITE (CAS No.13716-45-5) is a multifaceted compound with a wide range of applications in organic synthesis,pharmaceutical development, materials science,and beyond. Its unique chemical structure and reactivity make it an invaluable tool for researchers and industry professionals alike. As research continues to advance, we can expect even more innovative uses for this versatile compound.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:13716-45-5)Diethyl Trimethylsilyl Phosphite
A1201368
Purity:99%
Quantity:5g
Price ($):634.0
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