Question

Q.1. A major acidic hydrocarbon B Molecular formula C8H14O4 was obtained followed by

ozonolysis/water of an unknown cyclic hydrocarbon A (C8H14). ​

Answer 1

Explanation:

C8H1404.................

Answer 2

The cyclic hydrocarbon is cyclooctene

Explanation:

• Ozone is considered to be highly reactive molecule and therefore adds to C=C double bond. This addition in turn results in the formation of an addition product.
• The first product is slightly unstable and therefore rearranges to a secondary product through a mechanism called Criegee mechanism.
• The product formed upon ozonolysis of cyclooctene will be a dicarboxylic acid consisting of 8 carbons and 14 hydrogen.
• The structure of the cyclic compound is given in the image attached along with the product formed.