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(Solved): According To The J Vaules And The Splitting Trees I Produced, The Upfield Multiplet With 9 Peaks Cor ...



5b) 10 points: For the mixture of cis- and trans-4-tert-butyl-cyclohexanols, the actual coupling constants (J values) for the
Cis/trans 4-t-butyl cyclohexanol Tw major (&C-H) Teipi. triplet minor (&C-H) Otot 1.0 40
According to the J vaules and the splitting trees I produced, the upfield multiplet with 9 peaks corresponds to the (most stable) trans isomer while the downfield multiplet with 5 peaks corresponds to the (most stable) cis isomer. With this information I do not know how to determine the ratio of diasteromers formed (the last part of question 5b).
5b) 10 points: For the mixture of cis- and trans-4-tert-butyl-cyclohexanols, the actual coupling constants (J values) for the downfield multiplet are 3.0 Hz and 2.7 Hz. For the upfield multiplet, the J values are 11.1 Hz, and 4.3 Hz. Use the J values to sketch 2 splitting trees that predict the observed shape of the peaks. We recommend doing this prior to the 2nd week of lab, and then compare your prediction to the authentic 'H NMR spectrum to assign the peaks as cis or trans. Once you know which multiplet is for cis and which is for trans, use integrals to deduce the ratio of diastereomers formed during reduction of the 4-tert-butyl-cyclohexanone. Cis/trans 4-t-butyl cyclohexanol Tw major (&C-H) Teipi. triplet minor (&C-H) Otot 1.0 40

Expert Answer


The ratio of diastereomers can be determined by using integrals of the NMR peaks I am unable to see (blur) the integration values(they are not
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