Q.

How many of the following alkenes give primary alcohol on hydroboration oxidationI) 2-buteneII) IsobuteneIII) PropeneIV) 3-methyl-1-butene

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An Intiative by Sri Chaitanya

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)
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How many of the following alkenes give primary alcohol on hydroboration oxidationI) 2-buteneII) IsobuteneIII) PropeneIV) 3-methyl-1-butene