Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 12, Problem 31P
Show the reagents required to form the primary alcohol in each of the following reactions:
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Show the reagents required to form the primary alcohol in each of the following reactions. Which of the reactions cannot be used for the synthesis of isobutyl alcohol?
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Chapter 12 Solutions
Essential Organic Chemistry, Global Edition
Ch. 12.1 - Prob. 1PCh. 12.1 - Name the following compounds:Ch. 12.1 - Prob. 3PCh. 12.1 - Prob. 4PCh. 12.2 - Prob. 5PCh. 12.4 - Draw the structure for each of the following: a....Ch. 12.4 - Prob. 7PCh. 12.5 - What products are formed when the following...Ch. 12.5 - Prob. 9PCh. 12.5 - Prob. 10P
Ch. 12.5 - Prob. 12PCh. 12.5 - Write the mechanism for the reaction of acetyl...Ch. 12.5 - Prob. 14PCh. 12.6 - Prob. 16PCh. 12.7 - Prob. 17PCh. 12.7 - Prob. 18PCh. 12.7 - Prob. 19PCh. 12.8 - Prob. 20PCh. 12.8 - Prob. 21PCh. 12.8 - Prob. 22PCh. 12.9 - Which of the following are a. hemiacetals? b....Ch. 12.9 - Prob. 24PCh. 12.9 - Prob. 25PCh. 12.10 - Prob. 26PCh. 12.11 - Prob. 27PCh. 12 - Draw the structure for each of the following: a....Ch. 12 - Prob. 29PCh. 12 - List the following compounds in order from most...Ch. 12 - Show the reagents required to form the primary...Ch. 12 - Fill in the boxes:Ch. 12 - Indicate how the following compounds could be...Ch. 12 - Prob. 34PCh. 12 - Prob. 35PCh. 12 - Prob. 36PCh. 12 - Prob. 37PCh. 12 - Prob. 38PCh. 12 - Prob. 39PCh. 12 - Show two ways the following compound could be...Ch. 12 - Prob. 41PCh. 12 - Prob. 42PCh. 12 - Prob. 43PCh. 12 - Prob. 44PCh. 12 - Prob. 45PCh. 12 - Prob. 46PCh. 12 - Prob. 47PCh. 12 - Prob. 48PCh. 12 - Prob. 49PCh. 12 - Prob. 50PCh. 12 - Prob. 51PCh. 12 - Indicate how the following compounds could be...Ch. 12 - Prob. 53P
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- Aldehydes and ketones react with one molecule of an alcohol to form compounds called hemiacetals, in which there is one hydroxyl group and one ether-like group. Reaction of a hemiacetal with a second molecule of alcohol gives an acetal and a molecule of water. We study this reaction in Chapter 16. Draw structural formulas for the hemiacetal and acetal formed from these reagents. The stoichiometry of each reaction is given in the problem.arrow_forwardAldehydes and ketones react with one molecule of an alcohol to form compounds called hemiacetals, in which there is one hydroxyl group and one ether-like group. Reaction of a hemiacetal with a second molecule of alcohol gives an acetal and a molecule of water. ROH, H+ OH OR Aldehyde/ketone Alcohol ROH, H+ Draw the structural formulas for the hemiacetal and the acetal formed between the following compounds: OH OH OR OR • Use the wedge/hash bond tools to indicate stereochemistry where it exists. + H₂Oarrow_forwardThe following molecule belongs to a class of compounds called enediols; each carbon of the double bond carries an-OH group. Draw structural formulas for the a-hydroxyketone and the a-hydroxyaldehyde with which this enediol is in equilibrium. CH-OH a-Hydroxyaldehyde = C-OH= a -Hydroxyketone ČH3 An enediolarrow_forward
- Alcohols undergo dehydration reactions in the presence of an acid catalyst. Which of the following compounds yields only a single alkene product upon dehydration?arrow_forwardWhen an aldehyde is treated with LiAlH4 followed by addition of H₂O, what general class of product results? ether secondary alcohol primary alcohol ketone tertiary alcoholarrow_forwardWhich of the following alcohols is the MOST soluble in water? O 2-methyl-2-pentanol O 4-methyl-2-pentanol O 3-methyl-1-butanol O 2-methyl cyclohexanolarrow_forward
- Name the following alcohol. O2-Bromo-4-ethylcyclopentanol 4-Ethyl-2-bromocyclopentanol O1-Ethyl-3-bromo-4-cyclopentanol O1-Bromo-4-ethyl-2-cyclopentanolarrow_forwardGive the condensed formula of the Grignard reagent and carbonyl compound you will use to prepare the following alcohols. List all possibilities. 2-methyl propan-2-ol 3-phenyl pentan-3-ol 1-ethyl cyclohexanol 1-cyclopentyl 2-propanolarrow_forwardProvide the necessary reagents to complete the following reaction in multiple steps. You may only use alcohols as the starting precursors whose carbon atoms are incorporated into the final product. ОНarrow_forward
- Which of the following alcohols will have NO REACTION upon oxidation with potassium dichromate in an acidic solution (Jones Oxidation)? O 4-methyl-2-pentanol O All of the given O 2-methyl-2-pentanol O 3-methyl-1-butanolarrow_forwardDraw the alkene that can form the alcohol shown via an acid-catalyzed hydration reaction that does NOT require a rearrangement. Draw the starting alkene. OH H3O*arrow_forwardname the alkene product obtained on dehydration of each of the following alcohols: 1-Butanol 2-Butanol 2-Methyl-2-propanol 2,3,3-Trimethyl-2-butanolarrow_forward
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How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY