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?

• A. We can not determine whether the alkene is E or Z by this method
• B. We can not determine the position of the double bond by this method
• C. We can not determine the position of the triple bond by this method
• D. We can not determine the structure of unknown compounds by this method

Answer: (A)