Question:
Write down the products of ozonolysis of 1,2-dimethylbenzene (o-xylene). How does the result support Kekulé structure for benzene?
Write down the products of ozonolysis of 1,2-dimethylbenzene (o-xylene). How does the result support Kekulé structure for benzene?
Updated On: Nov 15, 2023
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Solution and Explanation
O-xylene has two resonance structures:
All three products, i.e., methyl glyoxal, 1, 2-dimethylglyoxal, and glyoxal are obtained from two Kekule structures. Since all three products cannot be obtained from any one of the two structures, this proves that o-xylene is a resonance hybrid of two Kekule structures (I and II).
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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