Diethyl 4-methylbenzylphosphonate

Base Information

• Chemical Name: Diethyl 4-methylbenzylphosphonate
• CAS No.: 3762-25-2
• Molecular Formula: C12H19 O3 P
• Molecular Weight: 242.255
• Hs Code.: 29319000
• European Community (EC) Number: 223-180-4
• UNII: KR7824QXJ2
• DSSTox Substance ID: DTXSID30191056
• Nikkaji Number: J106.023F
• Wikidata: Q27093201
• Metabolomics Workbench ID: 146746
• Mol file: 3762-25-2.mol

Synonyms:diethyl 4-MBzP;diethyl 4-methylbenzylphosphonate

Chemical Property of Diethyl 4-methylbenzylphosphonate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.000162mmHg at 25°C
• Refractive Index: n20/D 1.497(lit.)
• Boiling Point: 341.2°Cat760mmHg
• Flash Point: 173.9°C
• PSA: 45.34000
• Density: 1.077g/cm³
• LogP: 3.76110
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 242.10718146
• Heavy Atom Count: 16
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

Diethyl (4-Methylbenzyl)phosphonate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

Useful:

• Canonical SMILES: CCOP(=O)(CC1=CC=C(C=C1)C)OCC
• Uses: Reactant involved in:Synthesis of stilbenes via oxidation and Horner-Emmons reactionsIntramolecular cyclization of aryl ethers, amines, and amidesStudies of the effects of functional groups on the performance of blue organic LEDsOlefination reactionsPreparation of antimalarial agents

Technology Process of Diethyl 4-methylbenzylphosphonate

There total 15 articles about Diethyl 4-methylbenzylphosphonate 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: 100.0%

4-Methylbenzyl chloride (104-82-5) → diethyl 4-methylbenzylphosphonate (3762-25-2)

Guidance literature:

With triethyl phosphite; at 160 ℃; for 24h;

DOI:10.1016/j.polymer.2014.12.065

Reference yield: 100.0%

4-Methylbenzyl bromide (104-81-4) + triethyl phosphite (122-52-1) → diethyl 4-methylbenzylphosphonate (3762-25-2)

Guidance literature:

at 140 ℃;

DOI:10.1016/S0960-894X(97)00133-9

Reference yield: 91.0%

4-Methylbenzyl bromide (104-81-4) + phosphonic acid diethyl ester (762-04-9) → diethyl 4-methylbenzylphosphonate (3762-25-2)

Guidance literature:

With water; palladium diacetate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; for 2h; Inert atmosphere; Reflux;

DOI:10.1055/s-0028-1087522

upstream raw materials:

4-Methylbenzyl chloride

triethyl phosphite

ethanol

para-xylene

Downstream raw materials:

4-(4-Methylselenobenzoyl)morpholine

morpholino(p-tolyl)methanethione

(Fluoro-p-tolyl-trimethylsilanyl-methyl)-phosphonic acid diethyl ester

(Chloro-p-tolyl-trimethylsilanyl-methyl)-phosphonic acid diethyl ester

Refernces

• 1、 Cao, Chao-Tun,Yan, Lu,Cao, Chenzhong. "Determination and application of the excited-state substituent constants of pyridyl and substituted phenyl groups". . . Retrieved 2021/05/21.
• 2、 Decker, Luka J. B.,Dittgen, Jan,Frackenpohl, Jens,Freigang, J?rg,Génix, Pierre,Helmke, Hendrik,Lange, Gudrun,Luemmen, Peter,Schmidt, Jana,Schmutzler, Dirk,Vors, Jean-Pierre. "Tetrahydroquinolinyl phosphinamidates and phosphonamidates enhancing tolerance towards drought stress in crops via interaction with ABA receptor proteins". . . Retrieved 2020/09/16.