An unknown alkene 'X' on treatment with dilute H₂SO₄ yields 2-methylbutan-2-ol as the major product. When the same alkene 'X' is subjected to hydroboration-oxidation, it yields 3-methylbutan-1-ol as the major product. Identify the IUPAC name of alkene 'X'.

Step-by-step solution

The hydroboration-oxidation (HBO) of an alkene proceeds with anti-Markovnikov regioselectivity and without carbocation rearrangement. Since the HBO product of alkene 'X' is 3-methylbutan-1-ol ( HO-CH₂-CH₂-CH(CH₃)₂ ), the double bond in 'X' must be located at the terminal position of a 3-methylbutane skeleton. This identifies 'X' as 3-methylbut-1-ene ( CH₂=CH-CH(CH₃)₂ ). We can verify this by checking the acid-catalyzed hydration of 3-methylbut-1-ene. Protonation of the double bond yields a secondary carbocation at