Some Basic Principles Of Organic Chemistry Question 202

Question: Which of the following resonating structures of 1-methoxy-1, 3-butadiene is least stable [IIT Screening 2005]

Options:

A) $ \overset{}{\mathop{C}},H_2-CH=CH-CH=\overset{\oplus }{\mathop{O}},-CH_3 $

B) $ CH_2=CH_2-\overset{}{\mathop{C}},H-CH=\overset{\oplus }{\mathop{O}},-CH_3 $

C) $ \overset{}{\mathop{C}},H_2-\overset{\oplus }{\mathop{C}},H-CH=CH-O-CH_3 $

D) $ CH_2=CH-\overset{}{\mathop{C}},H-\overset{\oplus }{\mathop{C}},H-O-CH_3 $

Show Answer

Answer:

Correct Answer: C

Solution:

The octet of all atoms are complete in structures and .

In structure electron deficiency of positively charged carbon is duly compensated by lone pair electrons of adjacent oxygen atom while such neighbour group support is not available in structure .



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