Reaction of 1-butene (above) with HBr might, in principle, lead to a mixture of two alkyl bromide addition products. Draw these two alkyl bromides.

Can you prepare diisopropyl ether as the major product by heating 2-propanol in the presence of sulfuric acid? O Yes, because these conditions promote the substitution reactions. O Yes, because these conditions are highly favorable for O No, because secondary and tertiary alcohols undergo elimination reactions in these conditions. O No, because secondary and tertiary alcohols do not react in the presence of sulfuric acid.

What reagent/reagents is/are necessary to transform the starting molecule into the desired product? SO3H ?

CH3 གོན་ནི། ཡོན་ Br₂, H₂C CH₂Br H3C CH3 H₂C CH3 Aldehydes and ketones can be halogenated at their a-position by reaction with Cl₂, Br2, or 12, under acidic conditions. Using Br₂ under acidic conditions, an intermediate enol is formed which adds bromine at the a-position. The reaction stops after the addition of one bromine because the electron-withdrawing halogen decreases the basicity of the carbonyl oxygen, making the protonation less favorable. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions :0: :OH н-он H-OH₂ H₂O H₂C. H3C. CH3 CH3 H3C CH3 H3C CH3 Σα