1. Could 1-pentanol and 2-pentanol be converted to a bromide merely by shaking i

Question

1. Could 1-pentanol and 2-pentanol be converted to a bromide merely by shaking it with concentrated HBr.

2. How would you expect the results of the alkoxide-promoted eliminations to change if the alcohols used as solvents contained water?

3. Would and amine be a good solvent for question one (conversion of 2-methyl-2-butanol to 2-chloro-2-methylbutane)?

4. what differences in product distribution would be expected for the elimination reactions of 2-bromo-2-methylbutane and 2-bromo-2,3-methylbutane wit hexcess potassium hydroxide in ethanol?

Explanation / Answer

1) No, 2-methyl-2-butanol will be an SN1 reaction, while the others must be SN2 reactions. The primary alcohol will react faster than the secondary in an SN2 reaction.

2) not much, it may give a higher ratio of Saytzev product.

3) No, it will form an ammonium salt.

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