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Reactivity of 1-bromo-4-tert-butylcyclohexane isomers with methanol
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Reactivity of 1-bromo-4-tert-butylcyclohexane isomers with methanol
These are geometric isomers, cis-trans compounds so the RS nomenclature is not appropriate. If they were mirror images they would have identical reaction rates in an achiral system
The general idea is that a bulky group such as t-butyl is almost always equatorial. The 1,4-trans has both groups equatorial so is most likely the lower energy reactant [higher transition E] by a SN1-E1 mechanism since the cis and trans carbonium ion are the same. It is a bit different for E2 since the cis is set up for the lower energy anti transition state and is the higher energy molecule. What I am having trouble visualizing is the reaction of the carbonium ion in an SN1 reaction and the cis-trans product ratio in the ether. Models might help here.
These are geometric isomers, cis-trans compounds so the RS nomenclature is not appropriate. If they were mirror images they would have identical reaction rates in an achiral system
The general idea is that a bulky group such as t-butyl is almost always equatorial. The 1,4-trans has both groups equatorial so is most likely the lower energy reactant [higher transition E] by a SN1-E1 mechanism since the cis and trans carbonium ion are the same. It is a bit different for E2 since the cis is set up for the lower energy anti transition state and is the higher energy molecule. What I am having trouble visualizing is the reaction of the carbonium ion in an SN1 reaction and the cis-trans product ratio in the ether. Models might help here.
These are geometric isomers, cis-trans compounds so the RS nomenclature is not appropriate. If they were mirror images they would have identical reaction rates in an achiral system
The general idea is that a bulky group such as t-butyl is almost always equatorial. The 1,4-trans has both groups equatorial so is most likely the lower energy reactant [higher transition E] by a SN1-E1 mechanism since the cis and trans carbonium ion are the same. It is a bit different for E2 since the cis is set up for the lower energy anti transition state and is the higher energy molecule. What I am having trouble visualizing is the reaction of the carbonium ion in an SN1 reaction and the cis-trans product ratio in the ether. Models might help here.
These are geometric isomers, cis-trans compounds so the RS nomenclature is not appropriate. If they were mirror images they would have identical reaction rates in an achiral system
The general idea is that a bulky group such as t-butyl is almost always equatorial. The 1,4-trans has both groups equatorial so is most likely the lower energy reactant [higher transition E] by a SN1-E1 mechanism since the cis and trans carbonium ion are the same. It is a bit different for E2 since the cis is set up for the lower energy anti transition state and is the higher energy molecule. What I am having trouble visualizing is the reaction of the carbonium ion in an SN1 reaction and the cis-trans product ratio in the ether. Models might help here.
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