Methyl(triphenyl)plumbane

Base Information

• Chemical Name: Methyl(triphenyl)plumbane
• CAS No.: 3124-28-5
• Molecular Formula: C19H18 Pb
• Molecular Weight: 453.552
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID20403872
• Wikidata: Q82207733
• Mol file: 3124-28-5.mol

Synonyms:3124-28-5;methyl(triphenyl)plumbane;Methyltriphenyllead;DTXSID20403872

Chemical Property of Methyl(triphenyl)plumbane

Chemical Property:

• Boiling Point: 423.8±28.0 °C(Predicted)
• PSA: 0.00000
• LogP: 4.75490
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 454.11750
• Heavy Atom Count: 20
• Complexity: 235

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Pb](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of Methyl(triphenyl)plumbane

There total 13 articles about Methyl(triphenyl)plumbane 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: 100.0%

trimethylaluminum (75-24-1) + triphenylplumbyl hydroxide (894-08-6) → methylaluminoxane + (triphenylplumbyl)methane (3124-28-5)

Guidance literature:

byproducts: CH4; not isolated, detected by NMR;

DOI:10.1039/b104578b

Reference yield: 69.0%

ethyl bromide (74-96-4) + (triphenylplumbyl)methyllithium (70080-27-2) → (triphenylplumbyl)methane (3124-28-5) + triphenylpropylplumbane (74086-81-0)

Guidance literature:

With water; In tetrahydrofuran; addn. of EtBr to Ph3PbCH2Li in THF (N2, -50°C), allowed to warm to 0°C (1 h), addn. of water; extn. with CHCl3, org. layers washed with water, dried (Na2SO4), evapn., chromy. (Al2O3, benzine), recrystn. (MeOH);

Reference yield: 67.0%

(triphenylplumbyl)methyllithium (70080-27-2) → (triphenylplumbyl)methane (3124-28-5) + ethyl-triphenyl plumbane (33733-94-7)

Guidance literature:

With water; methyl iodide; In tetrahydrofuran; addn. of MeI to Ph3PbCH2Li in THF (N2, -50°C), stirred (1 h, room temp.), addn. of water; extn. with CHCl3, org. layers washed with water, dried (Na2SO4), evapn., chromy. (Al2O3, benzine), fractionated crystn. (MeOH);

upstream raw materials:

methylmagnesium chloride

methylmagnesium bromide

(triphenylplumbyl)methyllithium

ethyl bromide

Downstream raw materials:

Ag-phenyl

Refernces

• 1、 Kauffmann, Thomas,Kriegesmann, Reinhard,Rensing, Alfons,Koenig, Rolf,Steinseifer, Fritz. "New Reagents, XXIX: Synthesis, Stability, and Preparative Applications of (Triphenylplumbyl)methyllithium". . p. 370 - 379. Retrieved 2007/10/02.