EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Question
Chapter 16, Problem 74P
a.
Interpretation Introduction
Interpretation:
Write the three different sets of reagents (each set containing of a carbonyl compound and Grignard reagent that would be used to prepare each of the following tertiary alcohols.
Concept introduction:
So many number of reactions are involved in the Carbonyl group. The carbonyl group is electrophilic nature, therefore it undergoes nucleophilic addition reactions.
For example carbonyl group reacts with Grignard reagent, it undergoes nucleophilic addition reactions and form unstable tetrahedral intermediate by the elimination of leaving group.
Addition of hydrogen ion to the carbonyl carbon to form alkoxide ion. By the protonation of alkoxide ion forms alcohol.
b.
Interpretation Introduction
Interpretation:
Write the three different sets of reagents (each set containing of a carbonyl compound and Grignard reagent that would be used to prepare each o the following tertiary alcohols.
Concept introduction:
So many number of reactions are involved in the Carbonyl group. The carbonyl group is electrophilic nature, therefore it undergoes nucleophilic addition reactions.
For example carbonyl group reacts with Grignard reagent, it undergoes nucleophilic addition reactions and form unstable tetrahedral intermediate by the elimination of leaving group.
Addition of hydrogen ion to the carbonyl carbon to form alkoxide ion. By the protonation of alkoxide ion forms alcohol.
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Which of the following compounds will give a secondary alcohol when treated
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A
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C6H5COCH3
C6H5COC6H5
CH3CH2CH2CHO
1. Determine the structure of Grignard reagent and carbonyl compound as the starting
materials to produce the following alcohols.
a)
он
b)
CH2OH
c)
OH
d)
Lon
Give 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-propanol
Chapter 16 Solutions
EBK ORGANIC CHEMISTRY
Ch. 16.1 - Give two names for each of the following:Ch. 16.1 - Prob. 2PCh. 16.1 - Name the following:Ch. 16.2 - Prob. 4PCh. 16.4 - What products are formed when the following...Ch. 16.4 - We saw on the previous page that...Ch. 16.4 - a. How many stereoisomers are obtained from the...Ch. 16.4 - Prob. 9PCh. 16.4 - Write the mechanism for the reaction of acetyl...Ch. 16.4 - Prob. 11P
Ch. 16.4 - Show how the following compounds can be...Ch. 16.4 - Prob. 13PCh. 16.4 - Prob. 14PCh. 16.4 - In the mechanism for cyanohydrin formation, why is...Ch. 16.4 - Prob. 16PCh. 16.4 - Prob. 17PCh. 16.4 - Show two ways to convert an alkyl halide into a...Ch. 16.5 - Prob. 20PCh. 16.5 - Prob. 21PCh. 16.5 - Prob. 22PCh. 16.5 - Prob. 23PCh. 16.6 - Prob. 24PCh. 16.7 - What reducing agents should be used to obtain the...Ch. 16.7 - Prob. 26PCh. 16.8 - Prob. 27PCh. 16.8 - Prob. 28PCh. 16.8 - Prob. 29PCh. 16.8 - The pKa of protonated acetone is about 7.5. and...Ch. 16.8 - Prob. 31PCh. 16.8 - Prob. 32PCh. 16.8 - Prob. 33PCh. 16.8 - Excess ammonia must be used when a primary amine...Ch. 16.8 - The compounds commonly known as amino acids are...Ch. 16.9 - Hydration of an aldehyde is also catalyzed by...Ch. 16.9 - Which ketone forms the most hydrate in an aqueous...Ch. 16.9 - When trichloroacetaldehyde is dissolved in water,...Ch. 16.9 - Which of the following are a. hermiacetals? b....Ch. 16.9 - Prob. 40PCh. 16.9 - Explain why an acetal can be isolated but most...Ch. 16.10 - Prob. 42PCh. 16.10 - Prob. 43PCh. 16.10 - What products would be formed from the proceedings...Ch. 16.10 - a. In a six-step synthesis, what is the yield of...Ch. 16.10 - Show how each of the following compounds could be...Ch. 16.12 - Prob. 47PCh. 16.13 - Prob. 49PCh. 16.14 - Prob. 50PCh. 16.15 - Prob. 51PCh. 16.16 - Prob. 52PCh. 16 - Draw the structure for each of the following: a....Ch. 16 - Prob. 54PCh. 16 - Prob. 55PCh. 16 - Prob. 56PCh. 16 - a. Show the reagents required to form the primary...Ch. 16 - Prob. 58PCh. 16 - Prob. 59PCh. 16 - Using cyclohexanone as the starting material,...Ch. 16 - Propose a mechanism for each of the following...Ch. 16 - Show how each of the following compounds can be...Ch. 16 - Fill in the boxes:Ch. 16 - Prob. 64PCh. 16 - Identify A through O:Ch. 16 - Prob. 66PCh. 16 - Prob. 67PCh. 16 - Prob. 68PCh. 16 - How many signals would the product of the...Ch. 16 - Prob. 70PCh. 16 - Prob. 71PCh. 16 - Prob. 72PCh. 16 - Prob. 73PCh. 16 - Prob. 74PCh. 16 - Prob. 75PCh. 16 - Prob. 76PCh. 16 - Prob. 77PCh. 16 - Prob. 78PCh. 16 - Draw structure for A-D for each of the following:Ch. 16 - Prob. 80PCh. 16 - a. Propose a mechanism for the following reaction:...Ch. 16 - Prob. 82PCh. 16 - A compound gives the following IR spectrum. Upon...Ch. 16 - How can be following compounds be prepared from...Ch. 16 - Prob. 85PCh. 16 - Prob. 86PCh. 16 - Prob. 87PCh. 16 - In the presence of an acid catalyst, acetaldehyde...Ch. 16 - Prob. 89PCh. 16 - Prob. 90PCh. 16 - Prob. 91PCh. 16 - A compound reacts with methylmagnesium bromide...Ch. 16 - Show how each of the following compounds can be...Ch. 16 - Prob. 94PCh. 16 - The pKa values of the carboxylic acid groups of...Ch. 16 - The Baylis-Hillman reaction is a DABCO...Ch. 16 - Prob. 97PCh. 16 - Prob. 98P
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
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- Provide 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_forwardHydrolysis of an acetal in aqueous acid gives an aldehyde or a ketone and two molecules of alcohol or one molecule of a diol. Draw the structural formulas for the products of hydrolysis of the following acetals in aqueous acid.arrow_forwardAccording to Le Chatelier's Principle, acetal product formation tends to INCREASE (rather than decrease) when more alcohol is added to the reaction mixture. True or False?arrow_forward
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