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Imdadul Haque posted an Question
October 01, 2020 • 16:21 pm 30 points
  • IIT JAM
  • Chemistry (CY)

Choose the reaction sequence that would best accomplish the preparation of 2-nmethylcyclohexanol: (a) h,0, hso4 (b) 1 higoao. h,o nabh4, oh bh3. thf h202, naoh

Choose the reaction sequence that would best accomplish the preparation of 2-nmethylcyclohexanol: (a) H,0, HSO4 (b) 1 HigOAo. H,O NaBH4, OH BH3. THF H202, NaOH BH3. THF H20, NaOH (c) (d)

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    Dinesh khalmaniya 1 Best Answer

    option D Cyclo alkenes undergo electrophilic addition reactions. Reaction with H2​O/H2​SO4​ adds −OH according to Markovnikov's rule. Therefore, OH would be added to the carbon atom of alkene that had the least number of the hydrogen atom.  In reaction A the product  would be a mixture of 2−methylcyclohexanol and 3−Methylcyclohexanol  In reaction B the Hg(OAc)2​,H2​O/NaBH4​ also adds OH by Markovnikov rule. The major product would be 1−methyl−1−cyclohexanol  Hydroboration adds OH by Antimarkovnikov rule.  The product of the reaction C would be a mixture of 2−methylcyclohexanol and 3−Methylcyclohexanol  The major product of reaction D would be 2−Methylcyclohexanol. hence it would best method to accomplish the preparation of 2−methylcyclohexanol video Solution- https://youtu.be/6ZFOJ4Qsi-M

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