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Hub AI
Cycloheptyne AI simulator
(@Cycloheptyne_simulator)
Hub AI
Cycloheptyne AI simulator
(@Cycloheptyne_simulator)
Cycloheptyne
Cycloheptyne is an organic compound from the group of cycloalkynes with the chemical formula C7H10. It is a cyclic molecule containing a carbon-carbon triple bond within a seven-membered ring. This ring structure makes the molecule strained.
Cycloheptyne can be prepared starting from N, N'-diisopropylcycloheptane-1,2-diimine. By reaction with ammonia and hydroxylamine-O-sulfonic acid in methanol and subsequent reaction with silver(I) oxide; this is converted into a spiro compound with two diazirine rings. Heating or irradiation of this compound leads to the elimination of two molecules of nitrogen to form cycloheptyne.
An alternative synthesis method starts from cycloheptanone. This is first reacted with lithium diisopropylamide and para-tolyl-para-toluenethiosulfonate to introduce a sulfide unit. An enol triflate is then formed using potassium hexamethyldisilazide and bis(trifluoromethanesulfonyl)aniline, and the sulfide group is oxidized to the sulfoxide with meta-chloroperbenzoic acid.
Cycloheptyne
Cycloheptyne is an organic compound from the group of cycloalkynes with the chemical formula C7H10. It is a cyclic molecule containing a carbon-carbon triple bond within a seven-membered ring. This ring structure makes the molecule strained.
Cycloheptyne can be prepared starting from N, N'-diisopropylcycloheptane-1,2-diimine. By reaction with ammonia and hydroxylamine-O-sulfonic acid in methanol and subsequent reaction with silver(I) oxide; this is converted into a spiro compound with two diazirine rings. Heating or irradiation of this compound leads to the elimination of two molecules of nitrogen to form cycloheptyne.
An alternative synthesis method starts from cycloheptanone. This is first reacted with lithium diisopropylamide and para-tolyl-para-toluenethiosulfonate to introduce a sulfide unit. An enol triflate is then formed using potassium hexamethyldisilazide and bis(trifluoromethanesulfonyl)aniline, and the sulfide group is oxidized to the sulfoxide with meta-chloroperbenzoic acid.