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Predict the major product, when 2-methyl...

Predict the major product, when 2-methyl but-2-ene is converted into an alcohol in each of the following methods.
(i) Acid catalysed hydration.
(ii) Hydroboration
(iii) Hydroxylation using Bayer's reagent.

Text Solution

Verified by Experts

(i) Acid catalysed hydration :
`underset(("2- methyl - but -2-ene"))(CH_3-underset(CH_3)underset(|)C-CH-CH_3)overset(H^+//H_2O)rarrCH_3-underset(("2- methyl - butan - 2- ol"))(underset(CH_3)underset(|)overset(OH)overset(|)C-CH_2-CH_3)`
(ii) Hydroboration :
`underset(("2- methyl - but -2-ene"))(6CH_3-underset(CH_3)underset(|)C=CH-CH_3+B_2H_6)rarr2((CH_3)_2CH-overset(CH_3)overset(|)(CH))_3B`
`((CH_3)_2CH-overset(CH_3)overset(|)(CH))_3B+3H_2O_2overset(H^(o+))rarrunderset((3-"methyl - butane - 2- ol"))(3CH_3-overset(CH_3)overset(|)(CH)-overset(CH_3)overset(|)(CH)-OH+H_3BO_3)`
(iii) Hydroxylation using bayers reagent :
`underset(("2 - methyl - but - 2 ene"))(CH_3-underset(CH_3)underset(|)C=CH-CH_3)underset((O))overset("Cold "KMnO_4//OH^(o+))rarrunderset(("2- methyl - butan 2,3-diol"))(3CH_3-underset(CH_3)underset(|)overset(OH)overset(|)C-overset(OH)overset(|)(CH)-CH_3)`
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