Bis(1,2,2-trimethylpropyl) methylphosphonate

Base Information

• Chemical Name: Bis(1,2,2-trimethylpropyl) methylphosphonate
• CAS No.: 7040-58-6
• Molecular Formula: C13H29O3P
• Molecular Weight: 264.345
• DSSTox Substance ID: DTXSID30990607
• Nikkaji Number: J131.868C
• Mol file: 7040-58-6.mol

Synonyms:7040-58-6;BIS(1,2,2-TRIMETHYLPROPYL) METHYLPHOSPHONATE;Dipinacolyl methylphosphonate;3-[3,3-dimethylbutan-2-yloxy(methyl)phosphoryl]oxy-2,2-dimethylbutane;Methylphosphonic acid bis(3,3-dimethyl-2-butyl) ester;Phosphonic acid, methyl-, bis(1,2,2-trimethylpropyl) ester;SCHEMBL4344144;DTXSID30990607;XSQAITMTGIQAHD-UHFFFAOYSA-N;BIS(3,3-DIMETHYLBUTAN-2-YL) METHYLPHOSPHONATE;Methylphosphonic acid bis(1,2,2-trimethylpropyl) ester;Methylphosphonic acid, bis(1,2,2-trimethylpropyl) ester

Chemical Property of Bis(1,2,2-trimethylpropyl) methylphosphonate

Chemical Property:

• Boiling Point: 306.2°Cat760mmHg
• Flash Point: 152.9°C
• PSA: 74.80000
• Density: 0.941g/cm³
• LogP: 3.96330
• Sensitive.: Air & Moisture Sensitive
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 264.18543178
• Heavy Atom Count: 17
• Complexity: 260

Purity/Quality:

98%Min ^*data from raw suppliers

DIPINACOLYL METHYLPHOSPHONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C)(C)C)OP(=O)(C)OC(C)C(C)(C)C

Technology Process of Bis(1,2,2-trimethylpropyl) methylphosphonate

There total 3 articles about Bis(1,2,2-trimethylpropyl) methylphosphonate 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:

soman (96-64-0) → methylphosphonic acid (993-13-5) + Diethyl methylphosphonate (683-08-9) + pinacolyl methylphosphonic acid (616-52-4) + bis-(O-pinacolyl) methylphosphonate (7040-58-6)

Guidance literature:

With 1.5% Au/TiO2; In dichloromethane; for 2h; Photolysis;

DOI:10.1039/c0jm00345j

Reference yield:

methylphosphonothioic acid O,S-dimethyl ester (58259-60-2,79236-72-9) + sodium salt of (+)-pinacolyl alcohol (142088-09-3) → dipinacolyl methylphosphonate (7040-58-6) + S-methyl methylphosphonate (103687-40-7) + S-(-) S-methyl methylphosphonothioate (103687-43-0) + dimethyl methane phosphonate (756-79-6)

Guidance literature:

In N,N-dimethyl-formamide; for 1.66667h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/S0040-4020(01)96731-6

Reference yield:

methylphosphonothioic acid O,S-dimethyl ester (58259-60-2,79236-72-9) + sodium salt of (+)-pinacolyl alcohol (142088-09-3) → dipinacolyl methylphosphonate (7040-58-6) + S-methyl methylphosphonate (103687-40-7) + R-(+) methyl methylphosphonate (103687-39-4) + S-(-) S-methyl methylphosphonothioate (103687-43-0) + R-(+) S-methyl methylphosphonothioate (103687-44-1) + dimethyl methane phosphonate (756-79-6)

Guidance literature:

In N,N-dimethyl-formamide; for 1.66667h; Ambient temperature; stereoselective reactions of alkyl S-methyl methylphosphonothioates and various alkoxides, investigation of displacement of O-alkyl with inversion of configuration at phosphorus,;

DOI:10.1016/S0040-4020(01)96731-6

upstream raw materials:

soman

methylphosphonothioic acid O,S-dimethyl ester

sodium salt of (+)-pinacolyl alcohol

Refernces

• 1、 Hall, C. Richard,Inch, Thomas D.,Pottage, Colin,Williams, Nancy E.. "STEREOCHEMISTRY OF SOME REACTIONS BETWEEN ALKYL S-METHYL METHYLPHOSPHONOTHIOATES AND CHIRAL ALKOXIDES". . p. 4909 - 4918. Retrieved 2007/10/02.