Dibutyl octylphosphonate

Base Information

• Chemical Name: Dibutyl octylphosphonate
• CAS No.: 5929-67-9
• Molecular Formula: C16H35O3P
• Molecular Weight: 306.426
• DSSTox Substance ID: DTXSID90208013
• Nikkaji Number: J50.302I
• Wikidata: Q83082074
• Mol file: 5929-67-9.mol

Synonyms:Dibutyl octylphosphonate;5929-67-9;Dibutyl octanephosphonate;Phosphonic acid, octyl-, dibutyl ester;BRN 1789131;Octylphosphonic acid dibutyl ester;1-dibutoxyphosphoryloctane;4-04-00-03563 (Beilstein Handbook Reference);Dibutoxyoctylphosphine oxide;SCHEMBL8924586;DTXSID90208013;LS-106719

Chemical Property of Dibutyl octylphosphonate

Chemical Property:

• Vapor Pressure: 1.24E-05mmHg at 25°C
• Boiling Point: 379.9°C at 760 mmHg
• Flash Point: 197.1°C
• PSA: 45.34000
• Density: 0.929g/cm³
• LogP: 6.17340
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 306.23238197
• Heavy Atom Count: 20
• Complexity: 230

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCP(=O)(OCCCC)OCCCC

Technology Process of Dibutyl octylphosphonate

There total 5 articles about Dibutyl octylphosphonate 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: 81.0%

dibutyl hydrogen phosphite (1809-19-4) + oct-1-ene (111-66-0,25068-25-1) → dibutyl octylphosphonate (5929-67-9) + (2-hexyl-decyl)-phosphonic acid dibutyl ester

Guidance literature:

With air; manganese(II) acetate; at 90 ℃; for 1h; under 760 Torr;

DOI:10.1021/jo049657j

Reference yield: 53.0%

dibutyl hydrogen phosphite (1809-19-4) + oct-1-ene (111-66-0,25068-25-1) → dibutyl octylphosphonate (5929-67-9)

Guidance literature:

dibutyl hydrogen phosphite; With palladium diacetate; DavePhos; In 1,4-dioxane; water; at 100 ℃; for 0.025h; Inert atmosphere; Schlenk technique;

oct-1-ene; In 1,4-dioxane; water; at 80 ℃; for 12h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201400190

Reference yield:

1-bromo-octane (111-83-1) → dibutyl octylphosphonate (5929-67-9)

Guidance literature:

With n-heptane;

DOI:10.1021/ja01223a046

upstream raw materials:

dibutyl hydrogen phosphite

oct-1-ene

dibutyl hydrogen phosphite

1-bromo-octane

Downstream raw materials:

n-octylphosphonic acid

Refernces

• 1、 Tayama, Osamu,Nakano, Atsushi,Iwahama, Takahiro,Sakaguchi, Satoshi,Ishii, Yasutaka. "Hydrophosphorylation of alkenes with dialkyl phosphites catalyzed by Mn(III) under air". . p. 5494 - 5496. Retrieved 2007/10/03.