Alcohols Phenols And Ethers Question 212

Question: In the following series of chemical reactions, identify Z $ C_3H_7OH\underset{160-180^{o}C}{\mathop{\xrightarrow{Conc.H_2SO_4}}}X\underset{{}}{\mathop{\xrightarrow{Br_2}}}Y\underset{Alc.KOH}{\mathop{\xrightarrow{\text{Excess of}}}}Z $

[Manipal MEE 1995]

Options:

A) $ \underset{\underset{NH_2NH_2}{\mathop{||}}}{\mathop{CH_3-CH-CH_2}} $

B) $ \underset{\underset{OHOH}{\mathop{||}}}{\mathop{CH_3-CH-CH_2}} $

C) $ \underset{\underset{OH}{\mathop{|}}}{\mathop{CH_3-C=CH_2}} $

D) $ CH_3C\equiv CH $

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Answer:

Correct Answer: D

Solution:

$ CH_3CH_2CH_2OH\underset{160-180^{o}C}{\mathop{\xrightarrow{conc\text{.}H_2SO_4}}}CH_3CH=CH_2 $

$ \xrightarrow{Br_2}CH_3-\underset{Br}{\mathop{\underset{|}{\mathop{CH}}}}-\underset{Br}{\mathop{\underset{|}{\mathop{CH_2}}}}\xrightarrow{Alc.KOH}\underset{Propyne}{\mathop{CH_3-C\equiv CH}} $