Benzyl(dibutyl)oxo-lambda~5~-phosphane

Base Information

• Chemical Name: Benzyl(dibutyl)oxo-lambda~5~-phosphane
• CAS No.: 4042-81-3
• Molecular Formula: C15H25 O P
• Molecular Weight: 252.337
• DSSTox Substance ID: DTXSID50364821
• Wikidata: Q82148991
• ChEMBL ID: CHEMBL1559833
• Mol file: 4042-81-3.mol

Synonyms:4042-81-3;SMR000137602;dibutylbenzylphosphine oxide;benzyl(dibutyl)oxophosphorane;benzyl(dibutyl)phosphine oxide;MLS000532663;CHEMBL1559833;SCHEMBL11017199;DTXSID50364821;HMS2166M24;HMS3316I06;Benzyl(dibutyl)oxo-lambda~5~-phosphane

Chemical Property of Benzyl(dibutyl)oxo-lambda~5~-phosphane

Chemical Property:

• Vapor Pressure: 1.34E-06mmHg at 25°C
• Boiling Point: 411.3°Cat760mmHg
• Flash Point: 202.5°C
• Density: 0.963g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 8
• Exact Mass: 252.164302414
• Heavy Atom Count: 17
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCP(=O)(CCCC)CC1=CC=CC=C1

Technology Process of Benzyl(dibutyl)oxo-lambda~5~-phosphane

There total 5 articles about Benzyl(dibutyl)oxo-lambda~5~-phosphane 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: 50.0%

dibutylphosphine oxide (15754-54-8) + N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate (260783-80-0) → (benzyl)dibutylphosphine oxide (4042-81-3)

Guidance literature:

With 18-crown-6 ether; potassium tert-butylate; at 60 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.0c02992

Reference yield:

dibutylphosphine oxide (15754-54-8) + benzyl chloride (100-44-7) → (benzyl)dibutylphosphine oxide (4042-81-3)

Guidance literature:

With potassium hydroxide; Yield given. Multistep reaction; 1.) DMSO, 20 deg C, 2.) 50 deg C, 60 min.;

DOI:10.1055/s-1986-31510

Reference yield:

dibutylphosphine oxide (15754-54-8) + para-thiocresol (106-45-6) → 1-benzylsulfanyl-4-methyl-benzene (5023-60-9) + (benzyl)dibutylphosphine oxide (4042-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrachloromethane / 1 h / 0 °C / Inert atmosphere

2: tetrahydrofuran / 1 h / 20 °C

With triethylamine; In tetrahydrofuran; tetrachloromethane;

DOI:10.1039/d0cc02039g

upstream raw materials:

ethyl ester of dibutyl phosphinic acid

benzyl chloride

dibutylphosphine oxide

N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate

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、 Tsvetkov, E. N.,Bondarenko, N. A.,Malakhova, I. G.,Kabachnik, M. I.. "A Simple Synthesis and Some Synthetic Applications of Substituted Phosphide and Phosphinite Anions". . p. 198 - 208. Retrieved 2007/10/02.