Diethyl tert-butylphosphonate

Base Information

• Chemical Name: Diethyl tert-butylphosphonate
• CAS No.: 19935-93-4
• Molecular Formula: C8H19 O3 P
• Molecular Weight: 194.211
• European Community (EC) Number: 243-432-7
• UNII: T4XAB6GQ3U
• DSSTox Substance ID: DTXSID50173713
• Nikkaji Number: J280.409C
• Wikidata: Q83043743
• Mol file: 19935-93-4.mol

Synonyms:Diethyl tert-butylphosphonate;19935-93-4;2-diethoxyphosphoryl-2-methylpropane;T4XAB6GQ3U;EINECS 243-432-7;UNII-T4XAB6GQ3U;SCHEMBL9115350;DTXSID50173713;Diethyl P-(1,1-dimethylethyl)phosphonate;(1,1-Dimethylethyl)phosphonic acid diethyl ester;Phosphonic acid, P-(1,1-dimethylethyl)-, diethyl ester

Chemical Property of Diethyl tert-butylphosphonate

Chemical Property:

• Vapor Pressure: 0.0804mmHg at 25°C
• Boiling Point: 234.5°Cat760mmHg
• Flash Point: 109.8°C
• PSA: 45.34000
• Density: 0.983g/cm³
• LogP: 3.05100
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 194.10718146
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C(C)(C)C)OCC

Technology Process of Diethyl tert-butylphosphonate

There total 3 articles about Diethyl tert-butylphosphonate 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:

(3S)-3-[(tert-butoxycarbonyl)amino]-4-iodobutanoic acid methyl ester (136703-60-1) + triethyl phosphite (122-52-1) → diethyl tert-butylphosphonate (19935-93-4) + C6H9NO4 (1239461-89-2) + ethyl iodide (75-03-6)

Guidance literature:

Heating;

DOI:10.1016/j.cclet.2010.03.035

Reference yield:

diethyl chlorophosphate (814-49-3) + 1-Bromopinacolon (5469-26-1) → diethyl tert-butylphosphonate (19935-93-4) + diethyl (3,3-dimethyl-2-oxobutyl)phosphonate (814-16-4)

Guidance literature:

With tert.-butyl lithium; lithium hexamethyldisilazane; Yield given. Multistep reaction;

DOI:10.1021/jo00373a003

Reference yield:

diethyl (trichloromethyl)phosphonate (866-23-9) + dimethyl sulfate (77-78-1) → diethyl tert-butylphosphonate (19935-93-4)

Guidance literature:

Multistep reaction;

DOI:10.1016/S0022-328X(00)95040-X

upstream raw materials:

diethyl (trichloromethyl)phosphonate

dimethyl sulfate

diethyl chlorophosphate

1-Bromopinacolon

Refernces

• 1、 Sampson, Paul,Hammond, Gerald B.,Wiemer, David F.. "A New Synthesis of β-Keto Phosphonates and β-Keto Silanes". . p. 4342 - 4347. Retrieved 2007/10/02.