Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 12, Problem 38P
Bombykol is the sex pheromone of the silk moth.
Show how bombykol can be synthesized from the following compounds.
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Show how the following compounds can be synthesized from cyclohexanol.
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Isoamyl acetate (also known as isopentyl acetate) is an ester that is referred to as “banana flavor” due to its odor that resembles that of banana. It can be synthesized from isopentyl alcohol and acetic acid via nucleophilic acyl substitution mechanism. Propose a mechanism for the synthesis of isoamyl acetate from acetic acid and isoamyl alcohol.
Chapter 12 Solutions
Organic Chemistry
Ch. 12.1 - Prob. 1PCh. 12.2 - Which is more reactive an organolithium compound...Ch. 12.2 - Prob. 3PCh. 12.3 - PROBLEM 6♦
Explain why tertiary alkyl halides...Ch. 12.3 - Muscalure is the sex attractant of the common...Ch. 12.3 - Prob. 8PCh. 12.3 - Prob. 9PCh. 12.3 - Prob. 10PCh. 12.4 - Prob. 13PCh. 12.4 - Prob. 14P
Ch. 12.4 - Prob. 15PCh. 12.4 - Show how the Suzuki and/or Heck reactions can be...Ch. 12.4 - Identify two pairs of an alkyl bromide and an...Ch. 12.5 - Prob. 19PCh. 12.5 - Draw the product of ring-closing metathesis for...Ch. 12.5 - Prob. 22PCh. 12 - Prob. 23PCh. 12 - Prob. 24PCh. 12 - Identify A through H.Ch. 12 - 26. Using the given starting material, any...Ch. 12 - Prob. 27PCh. 12 - Prob. 28PCh. 12 - Prob. 29PCh. 12 - Using ethynyleyclohexane as a starting material...Ch. 12 - Prob. 31PCh. 12 - Using the given starting material, any necessary...Ch. 12 - Prob. 33PCh. 12 - A student added an equivalent of...Ch. 12 - Using the given starting material, any necessary...Ch. 12 - Prob. 36PCh. 12 - Prob. 37PCh. 12 - Bombykol is the sex pheromone of the silk moth....Ch. 12 - Prob. 39PCh. 12 - A dibromide loses only one bromine when it reacts...Ch. 12 - What starting material is required in order to...Ch. 12 - Prob. 42PCh. 12 - Prob. 1PCh. 12 - Prob. 2PCh. 12 - Prob. 3PCh. 12 - Prob. 4P
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- Draw two enol forms of the following diketone.arrow_forwardHow can the following compounds be prepared from a carbonyl compound that has one less carbon than the desired product?arrow_forwardAcetic acid has been mixed with isoamyl alcohol to produce isoamyl acetate giving off a banana smell. Propose a reaction mechanism for this reaction.arrow_forward
- Synthesize the product from the given material. Give the reagents necessary and draw out any intermediate products along the way.arrow_forwardChoose the best reagents to complete the following reactions.arrow_forwardCan you draw the mechanism for the synthesis of cyclohexene from cyclohexanol through an acid-catalyzed dehydration reaction. Where Phosphoric acid donates a proton ((H^+)) to the hydroxyl group of cyclohexanol, forming a protonated cyclohexanol intermediate. • The protonated cyclohexanol undergoes dehydration, leading to the removal of a water molecule and the formation of cyclohexene. • The released proton combines with water to form hydronium ion (H3O+), regenerating the catalyst. The mechanism should illustrate the acid-catalyzed dehydration process, where phosphoric acid facilitates the removal of water from cyclohexanol, resulting in the formation of cyclohexene.arrow_forward
- What product is obtained when the following compound undergoes two successive elimination reactions?arrow_forwardIdentify the best reagents to complete the following reaction.arrow_forwardShow how the following compound can be prepared from the given starting material. Draw the structure of the compound that is formed in each step of the synthesis.arrow_forward
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