Some Basic Principles Of Organic Chemistry Question 154

Question: Among the following compounds which can be dehydrated very easily is [AIEEE 2004]

Options:

A) $ CH_3-CH_2-\underset{OH\ \ \ \ \ \ }{\overset{CH_3\ \ \ \ }{\mathop{\underset{|}{\overset{|}{\mathop{C}}},-CH_2}}},-CH_3 $

B) $ CH_3-CH_2-CH_2-\overset{OH}{\mathop{\overset{|}{\mathop{C}},H}},-CH_3 $

C) $ CH_3-CH_2-CH_2-CH_2-CH_2-OH $

D) $ CH_3-CH_2-\underset{CH_3\ }{\mathop{\underset{|}{\mathop{C}},H-}},CH_2-CH_2-OH $

Show Answer

Answer:

Correct Answer: A

Solution:

$ CH_3-CH_2-\underset{OH\ \ \ \ \ \ \ }{\overset{CH_3\ \ \ \ \ }{\mathop{\underset{|}{\overset{|}{\mathop{C}}},-CH_2}}},-CH_3\xrightarrow{{H^{+}}} $

$ CH_3-CH_2-\overset{CH_3\ \ \ \ ,}{\mathop{\underset{\oplus }{\overset{|}{\mathop{C}}},-CH_2}},-CH_3 $ The more stable carbocation is generated thus more easily it will be dehydrated.



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