1.

When 2-bromo-3-methylbutane is treated with aqueous KOH, it follows S_(N)-1 mechanism. The product formed is :

Answer»

3-METHYL-2-butanol
3-Methyl-1-butanol
2-Methyl-2-butanol
2-Methyl-1-butanol

Solution :Since `S_(N)1` mechanism involves the formation of CARBOCATION, it undergoes rearrangement to stable carbocation.
`CH_(3)-overset(CH_(3))overset("|")underset(H)underset("|")"C "-overset(H)overset(|)underset(Br)underset(|)C-CH_(3)overset(-Br^(-))rarrCH_(3)-overset(CH_(3))overset("|")underset((2^(@)))underset("H ")underset("|")"C "-overset(H)overset(|)underset(o+)C-CH_(3)overset("Hydnde")underset("Shift")RARR underset((3^(@)))(CH_(3)-underset(o+)overset(CH_(3))overset("|")"C "-overset(H)overset(|)underset(H)underset(|)C-CH_(3))`
`CH_(3)-underset(o+)overset(CH_(3))overset("|")"C "-overset(H)overset(|)underset(H)underset(|)C-CH_(3)overset(OH^(-))rarr underset("2 - Methyl -2- butanol")(CH_(3)-overset(CH_(3))overset("|")underset(OH)underset("|")"C "-overset(H)overset(|)underset(H)underset(|)C-CH_(3))`


Discussion

No Comment Found

Related InterviewSolutions