Isomerism

Chemistry Level 3

( C H O ) ( C H X 2 ) ( C O ) ( C O ) ( C H X 2 ) ( C H O ) \ce{(CHO)(CH_{2})(CO)(CO)(CH_{2})(CHO)}

How many different six carbon hydrocarbons on reductive ozonolysis give this product above?

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The answer is 2.

Rohith M.Athreya by Rohith M.Athreya , 22, India

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1 solution

Aryaman Maithani
Jul 10, 2018

The compound given is:

Reductive ozonolysis results in the breaking of C = C C=C in the following manner:

Since the original compound is also supposed to be a hydrocarbon with 6 carbon atoms, it is necessary that the double bonds present must be part of a ring. Otherwise, it would lead in the decrease in the number of carbon atoms. Also, as the orginal product is a hydrocarbon, it cannot be having an oxygen atom to begin with. This leaves us with only two compounds:

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The first compound, ( the bridged 3 membered rings) is incorrect, the double bond must be adjacent to the bridge

Parth Sankhe - 2 years, 8 months ago

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