Compound X has the molecular formula C7H14. Hydrogenation of compound X produces 2,4-dimethylpentane. Hydroboration-oxidation of compound X produces a racemic mixture of 2,4-dimethyl-1-pentanol. Predict the major product(s) obtained when compound X is treated with aqueous acid (H3O*). Draw all the substrates, reagents, and products

Draw the structural formula of the enol formed in each alkyne hydration reaction; then draw the structural formula of the carbonyl compound with which each enol is in equilibrium

Three products with the molecular formula C6 H4BrCl form when bromobenzene is treated with chlorine, Cl2, in the presence of FeCl3 as a catalyst. Name and draw a structural formula for each product.

Terpineol has 5 isomers. Write their structures and describe why chemically (optically) they receive those names. Number the carbons for a better description.

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Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.

When 2-pentene is treated with Cl2 in methanol, three products are formed. Account for the formation of each product (you need not explain their relative percentages).

Draw structures of compounds that fit the following descriptions: a) An , unsaturated ketone, C9H8O b) An diketone c) An aromatic ketone, C9H10O d) A diene aldehyde, C7H8O

Recalling the reactions of alcohols from Chapter 10, show how to synthesize each compound from an organohalogen compound and an oxirane, followed by a transformation of the resulting hydroxyl group to the desired oxygen-containing functional group.

CH3 CH3 H cyclopentamine The synthesis of cyclopentamine, an amphetamine-like central nervous system stimulant, from materials of five carbons or fewer involves several steps, one of which is shown below. Draw the structure(s) of the major organic product(s) of the following reaction: Mg, dry ether Br product