triphenyl(propadienyl)stannane

Base Information

• Chemical Name: triphenyl(propadienyl)stannane
• CAS No.: 4104-90-9
• Molecular Formula: C21H18Sn
• Molecular Weight: 389.084
• Mol file: 4104-90-9.mol

Synonyms:

Chemical Property of triphenyl(propadienyl)stannane

Chemical Property:

• Vapor Pressure: 2.87E-07mmHg at 25°C
• Boiling Point: 432.1°Cat760mmHg
• Flash Point: 217.9°C
• Density: g/cm³

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of triphenyl(propadienyl)stannane

There total 32 articles about triphenyl(propadienyl)stannane 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: 90.0%

(C6H5)3SnCu (83569-22-6) + prop-2-yn-1-ol methanesulfonate (16156-58-4) → allenyltriphenylstannane (4104-90-9)

Guidance literature:

In tetrahydrofuran; under N2, to stannylcopper(I) reagent added at -60°C propargyliccompd., stirred for 1 h at -60°C, poured into satd. soln. of NH4Cl in water contg. NaCN; extd. with ether/pentane, washed with water, dried with MgSO4, evapd. in vac., chromd. (Al2O3-5% H2O/n-hexane) or crystd. from methanol;

DOI:10.1016/S0022-328X(00)98533-4

Reference yield: 90.0%

(C6H5)3SnCu (83569-22-6) + propargyl bromide (106-96-7) → allenyltriphenylstannane (4104-90-9)

Guidance literature:

In tetrahydrofuran; under N2, to stannylcopper(I) reagent added at -60°C propargyliccompd., stirred for 1 h at -60°C, poured into satd. soln. of NH4Cl in water contg. NaCN; extd. with ether/pentane, washed with water, dried with MgSO4, evapd. in vac., chromd. (Al2O3-5% H2O/n-hexane) or crystd. from methanol;

DOI:10.1016/S0022-328X(00)98533-4

Reference yield: 80.0%

triphenyltin bromide (962-89-0) + propargyl magnesium bromide (18295-60-8) → allenyltriphenylstannane (4104-90-9)

Guidance literature:

In tetrahydrofuran;

upstream raw materials:

triphenyltin chloride

propargyl bromide

iodotriphenylstannane

propargyl magnesium bromide

Downstream raw materials:

4,4,4-trichloro-1,2-butadiene

4,4-dichloro-1,2-butadiene

1-(propane-1-sulfonyl)propa-1,2-diene

1-iodo-2-(prop-2-yn-1-yl)benzene

Refernces

• 1、 Von Gyldenfeldt, Friederike,Marton, Daniele,Tagliavini, Giuseppe. "Wurtz-type reductive coupling reaction of allyl bromides and haloorganotins in cosolvent/H2O(NH4Cl)/Zn media as a route to allylstannanes and hexaaryldistannanes". . p. 906 - 913. Retrieved 2008/10/08.
• 2、 Ruitenberg, K.,Westmijze, H.,Meijer, J.,Elsevier, C. J.,Vermeer, P.. "REGIO- AND STEREO-CHEMICAL FEATURES OF THE STANNYLCOPPER(I)-INDUCED SUBSTITUTION IN PROPARGYLIC SUBSTRATES". . p. 417 - 422. Retrieved 2007/10/02.