Cyclohexanone, 3-[2-(tributylstannyl)ethenyl]-, (E)-

Base Information

Chemical Name:Cyclohexanone, 3-[2-(tributylstannyl)ethenyl]-, (E)-
CAS No.:54125-16-5
Molecular Formula:C20H38OSn
Molecular Weight:413.231
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Cyclohexanone, 3-[2-(tributylstannyl)ethenyl]-, (E)-

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of Cyclohexanone, 3-[2-(tributylstannyl)ethenyl]-, (E)-

There total 4 articles about Cyclohexanone, 3-[2-(tributylstannyl)ethenyl]-, (E)- 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: 96.0%

: 930-68-7
cyclohexenone

: cis-2-(tributylstannyl)vinyl cyanocuprate

: 54125-16-5,141262-53-5,145256-44-6
(Z)-3-(2-Tributylstannylethenyl)cyclohexanone

Guidance literature:: With BF₃*O(C₂H₅)2; In tetrahydrofuran; equimolar, stirred at -78°C for 30 min, allowed to warm to room temp. (1 h); NH4Cl/H2O at 0°C;
DOI:10.1002/1521-3773(20010601)40:11<2101::AID-ANIE2101>3.0.CO;2-H

Reference yield: 93.0%

: 930-68-7
cyclohexenone

: 14275-61-7,15979-38-1,118855-16-6
(E)-1,2-bis(tri-n-butylstannyl)ethene

: 80473-70-7
(lithium)2(CN)(methyl)2cuprate

: 54125-16-5
3-((E)-2-tributylstannylethenyl)cyclohexanone

Guidance literature:: In tetrahydrofuran; byproducts: MeSnBu3; Vinylstannane to 1 equivalent Me2Cu(CN)Li at ambient temp. for 1 h, then cooled to -78°C and enone added.;
DOI:10.1021/ja00216a045

Reference yield: 90.0%

: 4226-01-1
tri-n-butyltin lithium

: copper(l) cyanide

: 74-86-2,25067-58-7
acetylene

: 54125-16-5,141262-53-5,145256-44-6
(Z)-3-(2-Tributylstannylethenyl)cyclohexanone

Guidance literature:: With cyclohexenone; methyllithium; In tetrahydrofuran; diethyl ether; at -20°C addn. of MeLi in Et2O to Bu3SnLi in THF, addn. of this mixt. to a suspn. of CuCN in THF, stirring for 15 min, cooling to -78°C, addn. of acetylene, after 30 min addn. of electrophile, after 15 to 30 min. warming to 0°C; after 1 h quenching of mixt. with NH4Cl;
DOI:10.1039/c39920000351