Trioctylphosphine

Base Information

• Chemical Name: Trioctylphosphine
• CAS No.: 4731-53-7
• Molecular Formula: C24H51P
• Molecular Weight: 370.643
• Hs Code.: HOSPHINE PRODUCT IDENTIFICATION
• European Community (EC) Number: 225-234-2
• NSC Number: 102529
• UNII: VE0Y037UCN
• DSSTox Substance ID: DTXSID9063582
• Nikkaji Number: J151.214E
• Wikipedia: Trioctylphosphine
• Wikidata: Q7843112
• Mol file: 4731-53-7.mol

Synonyms:TRIOCTYLPHOSPHINE;Tri-n-octylphosphine;4731-53-7;Phosphine, trioctyl-;trioctylphosphane;TL 411;EINECS 225-234-2;MFCD00015298;NSC 102529;BRN 1776995;VE0Y037UCN;NSC-102529;4-04-00-03438 (Beilstein Handbook Reference);tri-n-Octyl phosphine;tri-octylphosphine;trioctyl phosphine;tri-(n-octyl)phosphine;HISHICOLIN P 8;Trioctylphosphine, 97%;Tri-n-octylphosphine,tech.;UNII-VE0Y037UCN;SCHEMBL19420;3-Bromo-4-pyridineboronicacid;DTXSID9063582;RMZAYIKUYWXQPB-UHFFFAOYSA-;C24H51P;AMY23382;NSC102529;AKOS016015083;CS-W011792;Trioctylphosphine, technical grade, 90%;Trioctylphosphine, technical, ~90% (GC);Trioctylphosphine;(Tri-n-octylphosphine);LS-106083;FT-0694055;T0503;F14848;A827181;Q7843112

Chemical Property of Trioctylphosphine

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 1.07E-07mmHg at 25°C
• Melting Point: -60oC
• Refractive Index: n20/D 1.468(lit.)
• Boiling Point: 445 °C at 760 mmHg
• Flash Point: 236 °C
• PSA: 13.59000
• Density: 0.831g/mLat 25°C(lit.)
• LogP: 9.54980
• Sensitive.: Air Sensitive
• Water Solubility.: Immiscible with water.
• XLogP3: 10.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 21
• Exact Mass: 370.37283862
• Heavy Atom Count: 25
• Complexity: 188

Purity/Quality:

90%, ^*data from raw suppliers

Tri-n-octylphosphine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi
• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 26-36/37/39-45-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phosphorus Compounds
• Canonical SMILES: CCCCCCCCP(CCCCCCCC)CCCCCCCC
• Uses: Tri-n-octylphosphine is used for coating zinc sulfide shells on cadmium-selenium quantum dot core by successive ionic layer adsorption and reaction method. It acts as a precursor to trioctylphosphine oxide. Further, it is used as a solvent for cadmium and selenium precursors. It also serves as a common reagent in the chemical synthesis of nanoparticles. It acts as a precursor to trioctylphosphine oxide.

Technology Process of Trioctylphosphine

There total 9 articles about Trioctylphosphine 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: 85.0%

di-n-octylmagnesium (24219-37-2) → TOP (4731-53-7)

Guidance literature:

With phosphorus trichloride; iron(III)-acetylacetonate; In tetrahydrofuran; n-heptane; for 0.5h; Heating;

Reference yield: 57.0%

cyanex-921 (78-50-2) → TOP (4731-53-7)

Guidance literature:

With pinacolboronic acid; In acetonitrile; at 100 ℃; for 120h; Inert atmosphere; Glovebox; Sealed tube; Schlenk technique;

DOI:10.1002/adsc.201800723

Reference yield:

oct-1-ene (111-66-0,25068-25-1) → TOP (4731-53-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); phosphan; at 80 - 100 ℃; for 6h;

DOI:10.1021/jo01070a087

upstream raw materials:

oct-1-ene

(Methoxycarbonylamino-methyl)-trioctyl-phosphonium; chloride

1-bromo-octane

di-n-octylmagnesium

Downstream raw materials:

cyanex-921

cobalt(III) phosphide

iron monophosphide

Refernces

• 1、 Provis-Evans, Cei B.,Emanuelsson, Emma A. C.,Webster, Ruth L.. "Rapid Metal-Free Formation of Free Phosphines from Phosphine Oxides". supporting information. p. 3999 - 4004. Retrieved 2018/09/21.
• 2、 O'Brien, Christopher J.,Lavigne, Florie,Coyle, Emma E.,Holohan, Andrew J.,Doonan, Bryan J.. "Breaking the ring through a room temperature catalytic wittig reaction". supporting information. p. 5854 - 5858. Retrieved 2013/06/27.