Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Question
Chapter 15, Problem 78P
(a)
Interpretation Introduction
Interpretation:
To explain the reason for not obtaining the ester by dissolving by dissolving
Concept introduction:
Esterificationis the process in which
(b)
Interpretation Introduction
Interpretation:
To explain the reason methyl ester can form by dissolving
Concept introduction:
Esterificationis the process in which carboxylic acid reacts with alcohol in the presence of an acid to produce an ester. Carboxylic acid undergoes nucleophilicsubstitution reaction. The acid protonates the oxygen of carboxylic acid which results in increased electrophilicity of the carbonyl carbon. The alcohol acts as a nucleophile and gets attached to the carbonyl carbon of the carboxylic acid. Proton transfer takes place between alkoxy group and a hydroxy group. Water molecule gets eliminated from the tetrahedral intermediate. The proton releases from the carbonyl oxygen to form ester.
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Students have asked these similar questions
Early structural studies on benzene had to explain the following experimental evidence. When benzene was treated with Br2 (plus a Lewis acid), a single substitution product of molecular formula C6H5Br was formed. When this product was treated with another equivalent of Br2, three different compounds of molecular formula C6H4Br2 were formed.a. Explain why a single Kekulé structure is consistent with the first result, but does not explain the second result.b. Then explain why a resonance description of benzene is consistent with the results of both reactions.
Which or which of the statements given below is correct.
I) Maleic anhydride is a carboxylic acid derivative and its reaction with water is a reduction reaction.
II) Fumaric acid and maleic acid are stereoisomers of each other
III) Since fumaric acid has a more stable structure than maleic acid, its boiling point is higher.
A. Solo I
B. I and III
C. II and III
D. I, II, III
E. Solo III
2. Check the reaction given below. Benzoic acid is synthesized from benzene. Suggest a synthetic route
from benzene to benzoic acid with the reactions you learn in electrophillic aromatc substitution
reactions. PS: This is not a one step reaction !!!
.COOH
3. You all know the carbonyl structure. It is carbon atom double bonded to the oxygen atom.
a. Draw the dipol moment of the carbonyl structure.
b. Here are two different carbonyl bearing molecules. With the knowledge you learned so far explain
which one is more stable and why?
CH3
H3C
H3C
b.
а.
4. Is it possible to achieve this reaction directly? Explain your reasons.
*CH3
Chapter 15 Solutions
Organic Chemistry (8th Edition)
Ch. 15.1 - The aromas of many flowers and fruits are due to...Ch. 15.1 - Name the following:Ch. 15.1 - Prob. 3PCh. 15.2 - Which is longer, the carbon-oxygen single bond in...Ch. 15.2 - There are three carbon-oxygen bonds in methyl...Ch. 15.2 - Prob. 6PCh. 15.4 - a. What is the product of the reaction of acetyl...Ch. 15.4 - What is the product of an acyl substitution...Ch. 15.5 - a. Which compound has the stretching vibration for...Ch. 15.5 - Using the pKa values listed in Table 15.1, predict...
Ch. 15.5 - Is the following statement true or false? If the...Ch. 15.6 - Starting with acetyl chloride, what neutral...Ch. 15.6 - Prob. 13PCh. 15.7 - Starting with methyl acetate, what neutral...Ch. 15.7 - We saw that it is necessary to use excess amine in...Ch. 15.7 - Prob. 17PCh. 15.7 - Which ester hydrolyzes more rapidly? a. methyl...Ch. 15.7 - a. state three factors that cause the uncatalyzed...Ch. 15.8 - Prob. 21PCh. 15.8 - Using the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 23PCh. 15.8 - Show the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 25PCh. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.9 - Prob. 28PCh. 15.9 - Prob. 29PCh. 15.10 - Show how each of the following esters could he...Ch. 15.10 - Prob. 32PCh. 15.11 - Prob. 33PCh. 15.11 - Which of the following reactions leads to the...Ch. 15.12 - Prob. 35PCh. 15.12 - Prob. 36PCh. 15.13 - Prob. 37PCh. 15.14 - Prob. 38PCh. 15.14 - Prob. 39PCh. 15.15 - Prob. 40PCh. 15.15 - Which alkyl halides from the carboxylic acids...Ch. 15.16 - Prob. 43PCh. 15.16 - Prob. 44PCh. 15.16 - Prob. 45PCh. 15.17 - Prob. 46PCh. 15.18 - How could you synthesize the following compounds...Ch. 15 - Prob. 48PCh. 15 - Name the following:Ch. 15 - Prob. 50PCh. 15 - What compound are obtained from the fallowing...Ch. 15 - a. Rank the following esters in order of...Ch. 15 - Because bromocyclohexane is a secondary alkyl...Ch. 15 - a. Which compound would you expect to have a...Ch. 15 - How could you use 1H NMR spectroscopy to...Ch. 15 - Rank the following compounds in order of...Ch. 15 - Prob. 57PCh. 15 - Prob. 58PCh. 15 - Prob. 59PCh. 15 - A compound with molecular formula C5H10O2 gives...Ch. 15 - Prob. 61PCh. 15 - Prob. 62PCh. 15 - Prob. 63PCh. 15 - Prob. 64PCh. 15 - Prob. 65PCh. 15 - Prob. 66PCh. 15 - Two products, A and B, are obtained from the...Ch. 15 - Prob. 68PCh. 15 - Prob. 69PCh. 15 - Prob. 70PCh. 15 - Prob. 71PCh. 15 - Prob. 72PCh. 15 - When treated with an equivalent of methanol,...Ch. 15 - a. Identify the two products obtained from the...Ch. 15 - Prob. 75PCh. 15 - Prob. 76PCh. 15 - a. When a carboxylic acid is dissolved in...Ch. 15 - Prob. 78PCh. 15 - Identity the major and minor products of the...Ch. 15 - When a compound with molecular formula C11H14O2...Ch. 15 - Prob. 81PCh. 15 - Prob. 82PCh. 15 - Prob. 83PCh. 15 - The 1H NMR spectra for two esters with molecular...Ch. 15 - Show how the following compounds could be prepared...Ch. 15 - Prob. 86PCh. 15 - Prob. 87PCh. 15 - The intermediate shown here is formed during the...Ch. 15 - Prob. 89PCh. 15 - Propose a mechanism that accounts for the...Ch. 15 - Catalytic antibodies catalyze a reaction by...Ch. 15 - Prob. 92P
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