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SYNTHESIS OF ALKENE help with 4,5,6!!! Answer should be based on 4-methylcyclohe

ID: 580425 • Letter: S

Question

SYNTHESIS OF ALKENE


help with 4,5,6!!! Answer should be based on 4-methylcyclohexanol.

4. Why is the product distil 5. What are the accepted boiling points of 4-methylcyclohexanol and 4-methylcyclohexene? 6. Explain each of the following: stabilities of the reactants and the produeS. equilibrium? How does that affect yield?) Why is 4-methylcyclohexanol higher? a. Why is the acid catalyst concentrated instead of dilute? (HINT: What does dilute lled as it is formed? (Hint: How does the product removal affect contain beside acid? How does that affect equilibrium? Would you use concentrated or dilute acid to catalyze the reverse reaction (synthesizing the alcohol by hydrating the alkene?) b.

Explanation / Answer

4) The reaction of 4-methylcyclohexanol with strong acid as dehydrating agent generates 4-methylcyclohex-1-ene and water. 4-methylcyclohex-1-ene is removed by distillation as it is being formed in the reaction. If 4-methylcyclohex-1-ene is not removed from the reaction, then the equilibrium would undergo backward reaction i.e. cyclohexene would react with water in acidic reaction mixture and converted into starting material 4-methylcyclohexanol.

5) The boiling point of 4-methylcyclohexanol is 170°C and the boiling point of 4-methylcyclohex-1-ene is 104.3°C. The boiling point of 4-methylcyclohexanol is higher because of presence of alcohol group which shows hydrogen bonding.

6) (a) In the dehydration reaction, concentrated acid is used as a catalyst. This is because in dilute acid, amount of water is more which would shift the reaction in backward direction while in the concentrated acid, amount of water is very less, and reaction would be shifted in the forward reaction.

6) (b) For the reverse reaction, dilute acid is used as catalyst because in dilute acid, amount of water is more which would shift the reaction in reverse direction.