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

Step 1: Information: Give one data the compound X having molecular formula C7H14 Hydrogenation of…

Answered: Compound X has the molecular formula…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 26MP: Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium...

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A compound with formula C7H12O is treated with sodium borohydride in methanol to yield 2,2-dimethylcylopentanol. Write a reaction scheme showing the structures of the reactant, the reagents, and the product. Will the product be optically active? Explain.
Acid-catalyzed dehydration of 3-methyl-2-pentanol gives three alkenes: 3-methyl-1-pentene, 3-methyl-2-pentene, and 3-methylenepentane. Draw the structure of the carbocation intermediate leading to the formation of 3-methyl-2-pentene.
Draw the formulas of the reactants and products of the reaction: 2-ethylbutanoyl bromide with excess ethylmagnesium bromide and heating the product with concentrated H2SO4.
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
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Terpineol has 5 isomers. Write their structures and describe why chemically (optically) they receive those names. Number the carbons for a better description.
2
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

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