Which of the following alkynes with the molecular formula C8H14 affords only one product when treated with ozone followed by water?Select answer from the options below3-octynebutylethylacetylene4-octynemethylpentylacetylene
Question
Which of the following alkynes with the molecular formula C8H14 affords only one product when treated with ozone followed by water?Select answer from the options below3-octynebutylethylacetylene4-octynemethylpentylacetylene
Solution
The alkyne that affords only one product when treated with ozone followed by water is 3-octyne.
Here's why:
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Ozone treatment followed by water (ozonolysis) will cleave the alkyne into two carbonyl compounds.
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If the alkyne is terminal (i.e., the triple bond is at the end of the carbon chain), ozonolysis will produce a carboxylic acid and a smaller carbonyl compound.
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If the alkyne is internal (i.e., the triple bond is within the carbon chain), ozonolysis will produce two carbonyl compounds of equal size.
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Among the options, only 3-octyne is an internal alkyne, and it will cleave into two 4-carbon carbonyl compounds, which are identical. Therefore, it affords only one product.
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The other options are terminal alkynes and will produce two different products upon ozonolysis.
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