Diethyl (5-tert-butyl-2-methylphenyl)phosphonate

Base Information

• Chemical Name: Diethyl (5-tert-butyl-2-methylphenyl)phosphonate
• CAS No.: 98910-93-1
• Molecular Formula: C15H25O3P
• Molecular Weight: 284.335
• DSSTox Substance ID: DTXSID40569141
• Wikidata: Q82456222
• Mol file: 98910-93-1.mol

Synonyms:98910-93-1;Diethyl (5-tert-butyl-2-methylphenyl)phosphonate;DTXSID40569141

Chemical Property of Diethyl (5-tert-butyl-2-methylphenyl)phosphonate

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 284.15413165
• Heavy Atom Count: 19
• Complexity: 312

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C1=C(C=CC(=C1)C(C)(C)C)C)OCC

Technology Process of Diethyl (5-tert-butyl-2-methylphenyl)phosphonate

There total 4 articles about Diethyl (5-tert-butyl-2-methylphenyl)phosphonate 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: 72.0%

4-(tert-butyl)-2-iodo-1-methylbenzene (70728-98-2) + triethyl phosphite (122-52-1) → diethyl 5-tert-butyl-2-methylbenzenephosphonate (98910-93-1)

Guidance literature:

copper; Heating;

DOI:10.1039/c39850000990

Reference yield: 48.0%

4-tert-butyltoluene (98-51-1) + triethyl phosphite (122-52-1) → diethyl 5-tert-butyl-2-methylbenzenephosphonate (98910-93-1)

Guidance literature:

With dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); ammonium acetate; 9-(2-mesityl)-10-methylacridinium perchlorate; In acetonitrile; at 20 ℃; for 24h; chemoselective reaction; Inert atmosphere; Irradiation;

DOI:10.1021/acscatal.7b02418

Reference yield:

4-tert-butyltoluene (98-51-1) → diethyl 5-tert-butyl-2-methylbenzenephosphonate (98910-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / periodic acid dihydrate, I₂, aq. H₂SO₄ / acetic acid / 60 - 65 °C

2: 72 percent / Cu powder / Heating

With sulfuric acid; iodine; periodic acid; copper; In acetic acid;

DOI:10.1039/c39850000990

upstream raw materials:

4-(tert-butyl)-2-iodo-1-methylbenzene

triethyl phosphite

4-tert-butyltoluene

Downstream raw materials:

sodium monoethyl 5-tert-butyl-1-(oxymethyl-15-crown-5)methylbenzenephosphonate

2-(Bromomethyl)-5-t-butylbenzenephosphonic acid monoethyl ester

5-t-Butyl-2-methylbenzenephosphonic acid monoethyl ester