Question:

Propanal and pentan-3-one are the ozonolysis products of an alkene? What is the structural formula of the alkene?

Updated On: Nov 15, 2023
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Solution and Explanation

As per the given information, propanal and pentan-3-one are the ozonolysis products of an alkene. Let the given alkene be 'A'. Writing the reverse of the ozonolysis reaction, we get:

 reverse of the ozonolysis reaction of Alkenes

The products are obtained on the cleavage of ozonide 'X'. Hence, 'X' contains both products in the cyclic form. The possible structure of ozonide can be represented as:

structure of ozonide

Now, 'X' is an addition product of alkene 'A' with ozone. Therefore, the possible structure of alkene 'A' is:

 structure of alkene
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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

  1. An alkene or cycloalkene is indicated by the suffix (ending) ene.
  2. For the root name, the longest chain must include both carbon atoms of the double bond.
  3. 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.
  4. 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