Dimethyl trimethylsilylmethylphosphonate

Base Information

• Chemical Name: Dimethyl trimethylsilylmethylphosphonate
• CAS No.: 13433-42-6
• Molecular Formula: C6H17 O3 P Si
• Molecular Weight: 196.258
• Hs Code.: 2931900090
• European Community (EC) Number: 620-969-9
• DSSTox Substance ID: DTXSID70401762
• Nikkaji Number: J1.146.609E
• Wikidata: Q82204994
• Mol file: 13433-42-6.mol

Synonyms:Dimethyl trimethylsilylmethylphosphonate;13433-42-6;dimethoxyphosphorylmethyl(trimethyl)silane;SCHEMBL3886445;DTXSID70401762;QBHFBIHXALNDCB-UHFFFAOYSA-N;FT-0693236;DIMETHYL (TRIMETHYLSILYL)METHYLPHOSPHONATE;Dimethyl trimethylsilylmethylphosphonate, >=97.0%;J-006518

Chemical Property of Dimethyl trimethylsilylmethylphosphonate

Chemical Property:

• Vapor Pressure: 0.131mmHg at 25°C
• Refractive Index: n20/D 1.435(lit.)
• Boiling Point: 111-114℃21.5mmHg(lit.)
• Flash Point: 160℉
• PSA: 45.34000
• Density: 1.024g/mLat25℃(lit.)
• LogP: 2.76800
• Sensitive.: Moisture Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 196.06845793
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

DIMETHYL TRIMETHYLSILYLMETHYLPHOSPHONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(=O)(C[Si](C)(C)C)OC

Technology Process of Dimethyl trimethylsilylmethylphosphonate

There total 5 articles about Dimethyl trimethylsilylmethylphosphonate 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: 66.0%

chloro-trimethyl-silane (75-77-4) + dimethyl methane phosphonate (756-79-6) → dimethyl α-trimethylsilylmethylphosphonate (13433-42-6)

Guidance literature:

dimethyl methane phosphonate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

chloro-trimethyl-silane; In tetrahydrofuran; hexane; at -78 - 30 ℃; for 0.5h;

DOI:10.1021/acs.joc.5b00039

Reference yield:

methanol (67-56-1) + (trimethylsilanyl-methyl)-phosphonic acid-dichloride (13433-51-7) → dimethyl α-trimethylsilylmethylphosphonate (13433-42-6)

Guidance literature:

With N,N-dimethyl-aniline; In benzene;

DOI:10.1021/jo01350a536

Reference yield:

Chloromethyltrimethylsilane (2344-80-1) + phosphorous acid trimethyl ester (121-45-9) → dimethyl α-trimethylsilylmethylphosphonate (13433-42-6)

Guidance literature:

Heating;

DOI:10.1039/jr9620000592

upstream raw materials:

methanol

(trimethylsilanyl-methyl)-phosphonic acid-dichloride

chloro-trimethyl-silane

dimethyl methane phosphonate

Downstream raw materials:

Dimethyl phosphite

dimethyl (2-oxo-2-phenylethyl)phosphonate

methyl 6-(dimethoxyphosphoryl)-5-oxohexanoate

dmethyl (E)-2-(4-methylphenyl)-1-(trimethylsilyl)vinylphosphonate

Refernces

• 1、 Okada, Yoshiharu,Maruyama, Tomohiro,Tamura, Shin-Ichi,Kameoka, Hirohito,Masuda, Satoshi,Tokuda, Yuichiro,Sakai, Junya,Nomura, Masato. "Convenient synthesis of 1-(Trimethylsilyl)-and 1-(Trimethylstannyl) vinylphosphonates". . p. 778 - 790. Retrieved 2014/07/08.
• 2、 Aboujaoude, Elie Elia,Lietje, Stephane,Collignon, Noel,Teulade, Marie Paule,Savignac, Philippe. "A One Step Generation of α-Lithiotrimethylsilylalkanephosphonates. A New Preparative Route to Dialkyl 1-(Trimethylsilyl)alkanephosphonates and Vinylphosphonates". . p. 934 - 937. Retrieved 2007/10/02.