If cyclohexanol(mw 100) (d=0.8 g/ml) were substituted for 2-methylcycholhexanol,

Question

If cyclohexanol(mw 100) (d=0.8 g/ml) were substituted for 2-methylcycholhexanol, only one product, cyclohexane (d=0.8 g/ml) would be obtained. Distillation of the reaction mixture would occur at 85 C. Assume that the vapor pressures of cyclohexane and water are 152 mm and 608 mm respectively at 85 C. If 0.6 mol of water are obtained in the distillate what is the yield of cyclohexane? Assume that the bp of cyclohexane is 100 C and that cyclohexane is insoluble in water?
a) 15.4 ml
b) 15.0 g
c) 61.5 ml
d) 19.2 g
e) 0.6 mol


Which statement on dehydration of 2-methylcyclohexanol is true?
a) The reaction becomes irreversible once the intermediate carbonium ion is generated
b) answers A and E
c) the pathway leading to the major product involves the higher of the two possible transition states but lead to the thermodynamically most stable product.
d) answers C and E
e) the reaction is driven to completion by removing one or more of the products as the reaction proceeds.

Explanation / Answer

Answer for second part:

Answer: C and E

c) the pathway leading to the major product involves the higher of the two possible transition states but lead to the thermodynamically most stable product.

e) the reaction is driven to completion by removing one or more of the products as the reaction proceeds.

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