Diethyl trimethylsilyl phosphite

Base Information

• Chemical Name: Diethyl trimethylsilyl phosphite
• CAS No.: 13716-45-5
• Molecular Formula: C7H19 O3 P Si
• Molecular Weight: 210.285
• Hs Code.: 2931900090
• European Community (EC) Number: 237-268-5
• DSSTox Substance ID: DTXSID40160091
• Nikkaji Number: J81.675B
• Mol file: 13716-45-5.mol

Synonyms:Diethyl trimethylsilyl phosphite;13716-45-5;diethyl (trimethylsilyl) phosphite;diethyltrimethylsilylphosphite;EINECS 237-268-5;Phosphorous acid, diethyl trimethylsilyl ester;C7H19O3PSi;PHOSPHOROUS ACID DIETHYL TRIMETHYLSILYL ESTER;SCHEMBL2379966;C7-H19-O3-P-Si;DTXSID40160091;AC9633;MFCD00464673;AKOS015915729;SY047769;BB 0221093;FT-0763143;Phosphorous acid diethyl(trimethylsilyl) ester;S06557;Diethyl trimethylsilyl phosphite, >=95.0% (GC);J-006966

Chemical Property of Diethyl trimethylsilyl phosphite

Chemical Property:

• Vapor Pressure: 4.565mmHg at 25°C
• Refractive Index: n20/D 1.413(lit.)
• Boiling Point: 178.2°Cat760mmHg
• Flash Point: 61.6°C
• PSA: 45.34000
• Density: g/cm³
• LogP: 3.08740
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 210.08410800
• Heavy Atom Count: 12
• Complexity: 110

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diethyl(Trimethylsilyl)Phosphite ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOP(OCC)O[Si](C)(C)C
• Uses: Diethyl Trimethylsilyl Phosphite acts as a reagent in the synthesis of substituted N-formylaminomethylenediphosphonates and derivatives. It also functions as a reagent in the synthesis of phosphonic analog of glutamic acid. Diethyl trimethylsilyl phosphite was used in preparation of:diethyl 1-aryl-1-cyanomethanephosphonatesunsymmetrical ketonesketones from aldehydes via α-trimethylsiloxy-phosphonatesphosphonates

Technology Process of Diethyl trimethylsilyl phosphite

There total 24 articles about Diethyl trimethylsilyl phosphite 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:

Reference yield: 91.0%

Diethyl phosphonate (762-04-9,123-22-8) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → diethyl trimethylsilyl phosphite (13716-45-5)

Guidance literature:

With <(C6H5O)PO>2NH; In dichloromethane; for 1.5h; Heating;

DOI:10.1021/jo00141a031

Reference yield: 90.0%

diethyl <1-(diethoxyphosphinyl)-1-phenylmethyl>phosphoramidate (55595-96-5) → N-(diethoxyphosphoryl)benzylideneimine (85522-68-5) + diethyl trimethylsilyl phosphite (13716-45-5)

Guidance literature:

With chloro-trimethyl-silane; triethylamine; for 3h; Heating;

Reference yield: 88.0%

chloro-trimethyl-silane (75-77-4) + Diethyl phosphonate (762-04-9,123-22-8) → diethyl trimethylsilyl phosphite (13716-45-5)

Guidance literature:

In diethyl ether; for 16h; Heating;

DOI:10.1021/ja00347a054

upstream raw materials:

diethyl phosphorylchloridite

Trimethylsilanol

chloro-trimethyl-silane

Diethyl phosphonate

Downstream raw materials:

diethyl 1-(trimethylsiloxy)-1-cyclohexylphosphonate

[(4-Fluoro-phenyl)-trimethylsilanyloxy-methyl]-phosphonic acid diethyl ester

α-trimethylsiloxy-p-chlorobenzylphosphonic acid diethyl ester

diethyl α-trimethylsilyloxy-4-nitrobenzylphosphonate

Refernces

• 1、 Bongini, Alessandro,Camerini, Roberto,Panunzio, Mauro. "Efficient synthesis of the four diastereomers of phosphothreonine from lactaldehyde". . p. 1467 - 1476. Retrieved 1996.
• 2、 Johansson, Tommy,Kers, Annika,Stawinski, Jacek. "2-Pyridylphosphonates: A new type of modification for nucleotide analogues". . p. 2217 - 2220. Retrieved 2001.
• 3、 Chernyshev,E.A.,Bugerenko,E.F.. "-". . . Retrieved 1963.
• 4、 Zhang, Jian-Qiu,Han, Li-Biao. "Chlorosilane-Catalyzed Coupling of Hydrogen Phosphine Oxides with Acyl Chlorides Generating Acylphosphine Oxides". supporting information. p. 4633 - 4637. Retrieved 2020/06/23.