Bis(p-tolyl)phosphine oxide

Base Information

• Chemical Name: Bis(p-tolyl)phosphine oxide
• CAS No.: 2409-61-2
• Molecular Formula: C14H15OP
• Molecular Weight: 230.246
• Hs Code.: 29319090
• European Community (EC) Number: 808-017-2
• DSSTox Substance ID: DTXSID60538152
• Wikidata: Q72447071
• Mol file: 2409-61-2.mol

Synonyms:Bis(p-tolyl)phosphine oxide;2409-61-2;Di-p-tolylphosphine oxide;bis(4-methylphenyl)-oxophosphanium;Di(p-tolyl)phosphine oxide;BIS(4-METHYLPHENYL)PHOSPHINE OXIDE;MFCD01445489;Phosphine oxide, bis(4-methylphenyl)-;Di-p-tolylphosphineoxide;Bis-p-tolylphosphine oxide;Bis(4-tolyl)phosphine oxide;SCHEMBL183975;DTXSID60538152;GCUWBTGMXUIKOB-UHFFFAOYSA-N;Di(4-methylphenyl)phosphinous acid;BCP22534;Bis(4-methylphenyl)(oxo)phosphanium;AKOS015917389;CS-W012958;AS-58445;SY055408;D4520;1-methyl-4-[(4-methylphenyl)phosphoroso]benzene;A878019;J-519889

Chemical Property of Bis(p-tolyl)phosphine oxide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 96°C(lit.)
• Boiling Point: 354.235 °C at 760 mmHg
• Flash Point: 168.035 °C
• PSA: 40.54000
• LogP: 2.81390
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 229.078227064
• Heavy Atom Count: 16
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

Bis(p-tolyl)phosphineoxide ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)[P+](=O)C2=CC=C(C=C2)C
• Uses: Bis(p-tolyl)phosphine oxide is used as an organic chemical synthesis intermediate. suzuki reaction

Technology Process of Bis(p-tolyl)phosphine oxide

There total 12 articles about Bis(p-tolyl)phosphine oxide 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: 97.0%

para-chlorotoluene (106-43-4) → di(p-tolyl)phosphine oxide (2409-61-2)

Guidance literature:

para-chlorotoluene; With magnesium; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere; Schlenk technique;

With phosphonic acid diethyl ester; In tetrahydrofuran; at 20 ℃; for 2.25h; Inert atmosphere; Schlenk technique; Cooling with ice;

DOI:10.1021/ja509381w

Reference yield: 89.0%

phosphonic acid diethyl ester (762-04-9) + para-methylphenylmagnesium bromide (4294-57-9) → di(p-tolyl)phosphine oxide (2409-61-2)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ol0517832

Reference yield: 86.0%

para-bromotoluene (106-38-7) → di(p-tolyl)phosphine oxide (2409-61-2)

Guidance literature:

With magnesium; phosphonic acid diethyl ester; In diethyl ether; at 25 ℃; for 1.5h;

DOI:10.1016/j.jorganchem.2015.10.029

upstream raw materials:

di-p-tolylphosphine

para-methylphenylmagnesium bromide

phosphonic acid diethyl ester

chlorodi-p-tolylphosphane

Downstream raw materials:

bis(4-methylphenyl)thiophosphinic acid-S-phenyl ester

(Di-p-tolyl-phosphinoyl)-methanol

N,N-Dibutyl-2-(di-p-tolyl-phosphinoyl)-acetamide

1-diphenylphosphinyl-2-di(p-tolyl)phosphinylpropane