How many of the following alkenes give primary alcohol on hydroboration oxidationI) 2-buteneII) IsobuteneIII) PropeneIV) 3-methyl-1-butene
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a
I, II, III, IV
b
III only
c
II, IV only
d
II, III, IV only
answer is D.
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Detailed Solution
Hydroboration oxidation of alkene leads to addition of water by anti Markonikov's rule without rearrangementI) CH3-CH=CH-CH3→b) H2O2/OH-a) B2H6/THFCH3-CHOH-CH2-CH3(2o) II) (CH3)2C=CH2→b) H2O2/OH-a) B2H6/THF(CH3)2CH-CH2OH(1o) III) CH3-CH=CH2→b) H2O2/OH-a) B2H6/THFCH3-CH2-CH2OH(1o) IV) CH3-CH(CH3)-CH=CH2→b) H2O2/OH-a) B2H6/THFCH3-CH(CH3)-CH2-CH2OH(1o)