1.

Amines are less reactive in substitution reactions. Their reactivity is much lesser than alcohols and alkylflourides towards substitution. Protonation of the amino group makes it a better leaving group, but not nearly as good a leaving group as a protonated alcohol. Protonated amino groups cannot be displaced by OH^(-) because it would react immediately with the acidic hydrogen which would convert it in to a poor nucleophile. The leaving group in quartenary ammonium ion has about the same leaving tendency as a protonated amino group but does not have acidic hydrogen. The reaction of a quartenary ammonium ion with hydroxide ion is known as Hoffmann elimination reaction. The leaving group is tertiary amine. Since a tertiary amine is only a moderately good leaving group, the reaction requires heat. The carbon to which the tertiary amine is attached is designated as alpha carbon. When the hydroxide ion starts to remove a beta H from a quartenary ammonium ion, the leaving group does not immediately start to leave because a tertiary amine is not a good leaving group. As a result, a partial negative charge builds up on the carbon from which the proton is removed. Which of the following statements is correct?

Answer»

`PK_(N)` value of protonated amine is more than that of protonated alcohol
`PK_(a)` VALUED of the protonated amine is less than that of protonated alcohol
`PK_(a)` value for protonated amine is equals to that protonated alcohol
`PK_(a)` value of amine is less than that of alcohol

Solution :`P^(ka)` : Protonated amine `gt` Protonated alchol
Alchols more acidic than AMINES


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