CH3-CH2-CH2-Br + NaOH C2H5OH Product 'A' [figure] Consider the above reactions, identify product B and product C.
- B = C = 1-Propanol
- B = 1-Propanol C = 2-Propanol
- B = C = 2-Propanol
- B = 2-Propanol C = 1-Propanol
Answer
(4) B = 2-Propanol C = 1-Propanol
Solution
CH3CH2CH2Br NaOH, C2H5OH CH3CH=CH2 (A, dehydrohalogenation)
CH3CH=CH2 H2O/H+ CH3- OH |CH-CH3 (B = 2-propanol)
∵ acid-catalysed hydration follows Markovnikov's rule (via 2° carbocation)
CH3CH=CH2 [H2O2/OH ]B2H6, H2O CH3CH2CH2OH (C = 1-propanol)
∵ hydroboration–oxidation gives anti-Markovnikov addition of water
Answer: (4)