Question 2 (a) Given and Scara were given a task of synthesising (2-methylprop-1- enyl)cyclohexane 2 (A potential TB drug). After a brief discussion with each other, Given proposed Method A to synthesise 2 from cyclohexanecarbaldehyde 1 while Scara proposed Method B that started from hydroxymethylcyclohexane 3. When designing a synthetic route for drug molecule, you have to make sure the synthetic process is as efficient as possible (e.g. few synthetic steps, mostly making one product and more). O 1 THE A Ph Ph B 3 2 1. PCC 2. isopropyl magnesium vromide 3. H₂SO4 100 °C OH After analyzing both of these methods, draw any one possible product other than (2-methylprop-1-enyl)cyclohexane mechanistic details to support your answer

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Question 2
(a) Given and Scara were given a task of synthesising (2-methylprop-1-
enyl)cyclohexane 2 (A potential TB drug). After a brief discussion with each
other, Given proposed Method A to synthesise 2 from
cyclohexanecarbaldehyde 1 while Scara proposed Method B that started from
hydroxymethylcyclohexane 3. When designing a synthetic route for drug
molecule, you have to make sure the synthetic process is as efficient as
possible (e.g. few synthetic steps, mostly making one product and more).
1
THF
A
Ph
Ph
B
3
1. PCC
2. isopropyl
magnesium
vromide
3. H₂SO4
100 °C
OH
After analyzing both of these methods, draw any one possible alkene
product other than (2-methylprop-1-enyl)cyclohexane 2?Use
mechanistic details to support your answer
Transcribed Image Text:Question 2 (a) Given and Scara were given a task of synthesising (2-methylprop-1- enyl)cyclohexane 2 (A potential TB drug). After a brief discussion with each other, Given proposed Method A to synthesise 2 from cyclohexanecarbaldehyde 1 while Scara proposed Method B that started from hydroxymethylcyclohexane 3. When designing a synthetic route for drug molecule, you have to make sure the synthetic process is as efficient as possible (e.g. few synthetic steps, mostly making one product and more). 1 THF A Ph Ph B 3 1. PCC 2. isopropyl magnesium vromide 3. H₂SO4 100 °C OH After analyzing both of these methods, draw any one possible alkene product other than (2-methylprop-1-enyl)cyclohexane 2?Use mechanistic details to support your answer
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