(E)-1-phenyl-2-(trimethylstannyl)-1-propene

Base Information

Chemical Name:(E)-1-phenyl-2-(trimethylstannyl)-1-propene
CAS No.:78338-60-0
Molecular Formula:C₁₂H₁₈Sn
Molecular Weight:280.985
Hs Code.:

Synonyms:

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Chemical Property of (E)-1-phenyl-2-(trimethylstannyl)-1-propene

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Technology Process of (E)-1-phenyl-2-(trimethylstannyl)-1-propene

There total 5 articles about (E)-1-phenyl-2-(trimethylstannyl)-1-propene 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: 82.0%

: 21453-89-4
(Z)-(2-bromoprop-1-en-1-yl)benzene

: 1066-45-1
trimethyltin(IV)chloride

: 7439-95-4
magnesium

: 78338-60-0,144363-70-2
trimethyl<(Z)-1-phenylprop-1-en-2-yl>stannane

Guidance literature:: In tetrahydrofuran; the Grignard soln. prepared from the vinyl bromide and Mg under N2 in THF is refluxed for 1 h, decanted, dropwise addn. of the tin chloride in THF with stirring, stirring for 16 h at room temp.; mixture is diluted with light petroleum, filtered, evapn. of the solvent from the filtrate, distn. of the residue, elem. anal.;

Reference yield: 40.0%

: 78338-47-3
C₆H₅CHC(Sn(CH₃)3)2

: 77-78-1
dimethyl sulfate

: 144363-70-2,78338-60-0
(E)-1-phenyl-2-(trimethylstannyl)-1-propene

Guidance literature:: With methyllithium; In tetrahydrofuran; byproducts: tetramethyltin, (Z)-PhCH=C(Me)SnMe3; MeLi in THF was added slowly with stirring at -78°C under Ar to a soln. of PhCH=C(SnMe3)2 in THF, the mixt. was stirred for 1 h, (MeO)2SO2 was added at -78°C, mixt. warmed to room temp., stirred for 1 h and heated for 15 min under reflux; volatile components were removed at the oil pump and subjected to distn., first under atm. pressure to remove THF and Me4Sn and finally under reduced pressure; elem. anal., GLC anal. indicated the presence of ca. 5% of the (Z)-isomer;
DOI:10.1016/0022-328X(83)80057-6

Reference yield: 40.0%

: 97537-75-2,87673-44-7
(1-trimethylstannyl-2-phenyl)vinyllithium

: 917-54-4
methyllithium

: 77-78-1
dimethyl sulfate

: 144363-70-2,78338-60-0
(E)-1-phenyl-2-(trimethylstannyl)-1-propene

Guidance literature:: With water; In tetrahydrofuran; to soln. of MeLi at -78°C was slowly added soln. of Sn compd., after 2 h Me2SO4 was added, mixt. was allowed to warm up to room temp. and treated with water; solvent was removed and residue distd.; elem. anal.; mixt. of E/Z isomers >=95/<=5;
DOI:10.1016/0022-328X(85)87105-9