(c) Treatment of 4-tert-butylcyclohexanone with the unusual reducing agent magnesium hydride leads to the cyclohexanols 1 and 2 as shown below. Answer ALL parts (i) to (iii). HO. 1. MgH₂, THF 2. HCI, H₂O + HO 2 minor product major product (i) Draw the lowest energy chair conformation of each of alcohols 1 and 2. (ii) Hence, explain which of the two compounds is lower in energy. (iii) As shown, isomer 2 is the major product. Explain how this result allows you to decide whether the reaction is under kinetic or thermodynamic control.

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(c) Treatment of 4-tert-butylcyclohexanone with the unusual reducing
agent magnesium hydride leads to the cyclohexanols 1 and 2 as shown
below. Answer ALL parts (i) to (iii).
НО.,,,
1. MgH₂, THF
2. HCI, H₂O
+
но,
2
minor product major product
(i) Draw the lowest energy chair conformation of each of alcohols 1
and 2.
(ii) Hence, explain which of the two compounds is lower in energy.
(iii) As shown, isomer 2 is the major product. Explain how this result
allows you to decide whether the reaction is under kinetic or
thermodynamic control.
Transcribed Image Text:(c) Treatment of 4-tert-butylcyclohexanone with the unusual reducing agent magnesium hydride leads to the cyclohexanols 1 and 2 as shown below. Answer ALL parts (i) to (iii). НО.,,, 1. MgH₂, THF 2. HCI, H₂O + но, 2 minor product major product (i) Draw the lowest energy chair conformation of each of alcohols 1 and 2. (ii) Hence, explain which of the two compounds is lower in energy. (iii) As shown, isomer 2 is the major product. Explain how this result allows you to decide whether the reaction is under kinetic or thermodynamic control.
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