Bis(2,2-dimethylpropyl) methylphosphonate

Base Information

• Chemical Name: Bis(2,2-dimethylpropyl) methylphosphonate
• CAS No.: 53803-21-7
• Molecular Formula: C11H25O3P
• Molecular Weight: 236.291
• DSSTox Substance ID: DTXSID50546867
• Wikidata: Q82424799
• Mol file: 53803-21-7.mol

Synonyms:53803-21-7;Bis(2,2-dimethylpropyl) methylphosphonate;SCHEMBL10509715;DTXSID50546867;RIMZMKHYSXSCLZ-UHFFFAOYSA-N

Chemical Property of Bis(2,2-dimethylpropyl) methylphosphonate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 236.15413165
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)COP(=O)(C)OCC(C)(C)C

Technology Process of Bis(2,2-dimethylpropyl) methylphosphonate

There total 2 articles about Bis(2,2-dimethylpropyl) 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: 52.0%

neopentyl diphenyl phosphite (80705-49-3) → dineopentyl methylphosphonate (53803-21-7) + Methyl-phosphonic acid 2,2-dimethyl-propyl ester phenyl ester (88065-74-1) + dineopentyl phenyl phosphite (80733-03-5)

Guidance literature:

With methyl iodide; In neat (no solvent); at 33 ℃; for 96h; Title compound not separated from byproducts;

DOI:10.1039/P29830001363

Reference yield: 52.0%

neopentyl diphenyl phosphite (80705-49-3) + methyl iodide (74-88-4) → dineopentyl methylphosphonate (53803-21-7) + Methyl-phosphonic acid 2,2-dimethyl-propyl ester phenyl ester (88065-74-1) + dineopentyl phenyl phosphite (80733-03-5)

Guidance literature:

In neat (no solvent); at 33 ℃; for 96h; Title compound not separated from byproducts;

DOI:10.1039/P29830001363

Reference yield:

dineopentyl methylphosphonate (53803-21-7) → dineopentyl (1R,2S)-2-phenylcyclopropylphosphonate

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 2,2,2-trifluoroethyltrifluoroacetate / tetrahydrofuran; hexane / -78 - 20 °C

1.3: 33 percent / p-acetamidobenzenesulfonyl azide; triethylamine / acetonitrile / 12 h / 20 °C

2.1: 79 percent / trans-RuCl₂((S,S)-i-Pr-pybox)(ethylene) / CH₂Cl₂ / 13 h / Heating

With n-butyllithium; trans-RuCl₂((S,S)-i-Pr-pybox)(ethylene); In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1139/v05-074

upstream raw materials:

neopentyl diphenyl phosphite

methyl iodide

Refernces