An alkene 'A' on ozonolysis gives a mixture of ethanal and pentan-3-one. Write structure and IUPAC name of 'A'.
Solution and Explanation
During ozonolysis, an ozonide having a cyclic structure is formed as an intermediate which undergoes cleavage to give the final products. Ethanal and pentan-3-one are obtained from the intermediate ozonide. Hence, the expected structure of the ozonide is:
This ozonide is formed as an addition of ozone to 'A'. The desired structure of 'A' can be obtained by the removal of ozone from the ozonide. Hence, the structural formula of 'A' is:
The IUPAC name of 'A' is 3-Ethylpent-2-ene.
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Concepts Used:
Alkenes
Alkenes
In organic chemistry, an alkene is a hydrocarbon containing a carbon-carbon double bond.[1]
Alkene is often used as synonym of olefin, that is, any hydrocarbon containing one or more double bonds.
Read More: Ozonolysis
IUPAC Nomenclature of Alkenes
- An alkene or cycloalkene is indicated by the suffix (ending) ene.
- For the root name, the longest chain must include both carbon atoms of the double bond.
- The root chain must be numbered beginning at the end closest to a double bond carbon atom. If the double bond is in the chain's centre, the nearest substituent rule is used to determine where the numbering begins.
- If the compound contains more than one double bond, it is named with a diene, triene, or equivalent prefix indicating the number of double bonds, and each double bond is assigned a locator number.
Read More: Unsaturated Hydrocarbon