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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

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Solution

The alkyne that affords only one product when treated with ozone followed by water is 3-octyne.

Here's why:

  1. Ozone treatment followed by water (ozonolysis) will cleave the alkyne into two carbonyl compounds.

  2. 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.

  3. If the alkyne is internal (i.e., the triple bond is within the carbon chain), ozonolysis will produce two carbonyl compounds of equal size.

  4. 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.

  5. The other options are terminal alkynes and will produce two different products upon ozonolysis.

This problem has been solved

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