Benzylphosphonic acid dibutyl ester

Base Information

• Chemical Name: Benzylphosphonic acid dibutyl ester
• CAS No.: 3762-27-4
• Molecular Formula: C15H25O3P
• Molecular Weight: 284.335
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID90191057
• Nikkaji Number: J79.853C
• Wikidata: Q83063542
• Mol file: 3762-27-4.mol

Synonyms:Benzylphosphonic acid dibutyl ester;dibutoxyphosphorylmethylbenzene;Phosphonic acid, benzyl-, dibutyl ester;Di-n-butyl benzylphosphonate;3762-27-4;Dibutyl benzylphosphonate;BRN 2944422;Phosphonic acid, (phenylmethyl)-, dibutyl ester;3-16-00-00889 (Beilstein Handbook Reference);SCHEMBL5550099;C15H25O3P;DTXSID90191057;LS-106455;SR-01000196022;SR-01000196022-1

Chemical Property of Benzylphosphonic acid dibutyl ester

Chemical Property:

• Vapor Pressure: 9.86E-06mmHg at 25°C
• Boiling Point: 383.2°Cat760mmHg
• Flash Point: 199.1°C
• PSA: 45.34000
• Density: 1.035g/cm³
• LogP: 5.01310
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 284.15413165
• Heavy Atom Count: 19
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): A poison by ingestion.
• Hazard Codes: A poison by ingestion.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOP(=O)(CC1=CC=CC=C1)OCCCC

Technology Process of Benzylphosphonic acid dibutyl ester

There total 7 articles about Benzylphosphonic acid dibutyl ester 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: 94.0%

dibutyl hydrogen phosphite (1809-19-4) + N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate (260783-80-0) → dibutyl benzylphosphonate (3762-27-4)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; potassium carbonate; In 1,4-dioxane; at 100 ℃; for 4h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tet.2020.131020

Reference yield: 84.0%

dibutyl hydrogen phosphite (1809-19-4) + benzyl chloride (100-44-7) → dibutyl benzylphosphonate (3762-27-4)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; caesium carbonate; In N,N-dimethyl-formamide; at 23 ℃; for 45h;

DOI:10.1016/j.tetlet.2003.09.045

Reference yield: 75.0%

dibutyl hydrogen phosphite (1809-19-4) + benzaldehyde p-toluenesulfonylhydrazone (1666-17-7) → dibutyl benzylphosphonate (3762-27-4)

Guidance literature:

With copper(l) iodide; caesium carbonate; In 1,2-dimethoxyethane; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1002/adsc.201200295

upstream raw materials:

benzyl chloride

dibutyl hydrogen phosphite

benzaldehyde p-toluenesulfonylhydrazone

toluene-4-sulfonic acid hydrazide

Downstream raw materials:

(4-nitro-benzyl)-phosphonic acid dibutyl ester

Dibutyl-<(α-chlor-benzyl)-phosphonat

(p-aminobenzyl)phosphonic acid

4-nitrobenzylphosphonic acid

Refernces

• 1、 Chen, Tieqiao,Huang, Tianzeng,Liu, Long,Wang, Wenqi,Wang, Yuan,Xu, Hanshuang,Xu, Kaiqiang. "Palladium-catalyzed phosphorylation of benzyl ammonium triflates with P(O)H compounds". . . Retrieved 2020/03/03.
• 2、 Vu, Anh P.,Shaffer, Erika A.,Byington Congiardo, Laura K.,Knight, D. Andrew. "The Michaelis-Becker reaction in phosphonium and imidazolium ionic liquids". experimental part. p. 1845 - 1849. Retrieved 2010/11/02.