3-(Trimethylstannyl)cyclohexan-1-one

Base Information

Chemical Name:3-(Trimethylstannyl)cyclohexan-1-one
CAS No.:63831-50-5
Molecular Formula:C₉H₁₈OSn
Molecular Weight:260.951
Hs Code.:
DSSTox Substance ID:DTXSID00499394

Synonyms:63831-50-5;3-(Trimethylstannyl)cyclohexan-1-one;DTXSID00499394

Suppliers and Price of 3-(Trimethylstannyl)cyclohexan-1-one

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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 3-(Trimethylstannyl)cyclohexan-1-one

Chemical Property:

Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:262.037968
Heavy Atom Count:11
Complexity:157

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C[Sn](C)(C)C1CCCC(=O)C1

Technology Process of 3-(Trimethylstannyl)cyclohexan-1-one

There total 4 articles about 3-(Trimethylstannyl)cyclohexan-1-one 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: 92.0%

: 930-68-7
cyclohexenone

: lithium (phenylthio)(trimethylstannyl)cuprate

: 63831-50-5,149655-21-0
3-(trimethylstannyl)cyclohexanone

Guidance literature:: In tetrahydrofuran; a cold (-20°C) soln. of ((CH3)3SnCuSC6H5)Li in dry THF was allowed to react with cyclohexenone; mixt. was stirred under dry Ar atm. at -20°C for 15 min and at room temp. for 1 h;; the slurry (in mixt. of CH3OH and diethyl ether) was filtered through a short column of Florisil, then the column was eluted with diethyl ether; removal of the solvent by distn. (air-bath temp.75-90°C/0.2 Torr); exact mass given;;

Reference yield: 63.0%

: 109-72-8,29786-93-4
n-butyllithium

: 72170-87-7
(+)-(2S)-N-[cyclohex-2-en-1-yliden]-2-(methoxymethyl)pyrrolidin-1-amine

: 661-69-8
hexamethyldistannane

: 63831-50-5,149655-21-0
(S)-3-trimethylstannylcyclohexanone

Guidance literature:: With NH₄Cl; O₃; In tetrahydrofuran; addn. of distannane to n-BuLi, cooling after 2 h to -100°C, warming to -78°C, dropwise addn. of the pyrrolidine compd., addn. of NH4Cl, evapn., dissolving in Et2O, washing (H2O, satd. NaCl), concn. and ozonolysis (CH2Cl2, -78°C); removing of the O3 with Ar, warming, evapn. and column chromy. (silica gel, petroleum ether-Et2O); ee 44 %;

Reference yield: 32.0%

: 930-68-7
cyclohexenone

: 89041-25-8
(trimethylstannyl)copper(I)-dimethyl sulfide

: 112080-44-1
2-(3-ketocyclohexyl)-3-trimethylstannylcyclohexanone

: 63831-50-5,149655-21-0
3-(trimethylstannyl)cyclohexanone

Guidance literature:: In tetrahydrofuran; a cold (-48°C) soln. of the copper reagent in dry THF was allowed to react with enone in dry THF; the mixt. was stirred under dry argon atm. at -48°C for 2 h, at -20°C for 1 h and at room temp. for 1h;; satd. aq. NH4Cl (pH 8) and diethyl ether were added and the mixt. was stirred for several min.; the organic layer was sepd., washed with satd. aq. NH4Cl and dried (MgSO4); sepn. of compds. by distn.; glc anal.; exact mass given;;