when-an-unknown-compound-was-treated-with-ozone-and-then-dimethyl-sulfide-the-fi

Question

When an unknown compound was allowed to react with ozone, followed by dimethyl sulfide and a small amount of water, it produced acetic acid, 3-methylbutan-2-one, and 3-oxopenatanoic acid. Determine the structure of the unknown compound. Which information can not be determined with this reaction?

Reaction diagram showing an unknown compound yielding acetic acid and other products via ozonolysis.

Accepted Answer

We can not determine whether the alkene is E or Z by this method

Chemical structure of a potential unknown compound for ozonolysis analysis.

Answer

We can not determine the position of the double bond by this method

Chemical structure of another potential unknown compound for ozonolysis analysis.

Answer

We can not determine the position of the triple bond by this method

Chemical structure of a third potential unknown compound for ozonolysis analysis.

Answer

We can not determine the structure of unknown compounds by this method

Chemical structure of a fourth potential unknown compound for ozonolysis analysis.

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When an unknown compound was allowed to react with ozone, followed by dimethyl sulfide and a small amount of water, it produced acetic acid, 3-methylbutan-2-one, and 3-oxopenatanoic acid. Determine the structure of the unknown compound. Which information can not be determined with this reaction?