Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 15.7, Problem 16P
We saw that it is necessary to use excess
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When reacting an acid halide with amines, it is necessary to use at least two moles of the amine because:
A) Acid halides are so unreactive that two moles of the attacking nucleophile are needed
B) Using one mole of the amine leads to a neutralization reaction between the two reactants
C) Excess amine is needed to react with the hydrohalic acid produced
D) The second mole of amine is needed for deprotonation.
1) Nitriles are typically hydrolyzed to form what class of compounds?
2) what must one keep in mind when performing the hydrolysis of a nitrile to a carboxylic acid?
3) why are nitriles over-looked as carboxylic acid derivatives?
1. What is the role of the acetic acid in the oxidation of Cyclohexanol to Cyclohexanone? Write the balanced chemical reaction between acetic acid and sodium hypochlorite.2. How do you neutralize the acetic acid regenerated in the reaction? Write the balanced chemical reaction.
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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- Write the reactions involved in synthesizing Benzanolarrow_forwardexplain why an N,N-disubstituted amide is less acidic than an ester.arrow_forwardHow is the nitrogen of the oxazole similar or different to the two nitrogen’s that are found in the pyrazole , please explain how pyrazole has been useful on everyday life of human beingsarrow_forward
- How could we separate a mixture of benzoic acid and cyclohexanol?arrow_forwardWhy are carbonyl compounds considered weakly acidic? Would you expect carbonyl compounds to be more acidic than alkanes? Explain.arrow_forwardChapter 1 (Carbonyl compounds I) Explain how the class I carbonyl compound reacts? What will be the product when ethylamine and propyl amine reacts with acetyl chloride? Why only one amide obtained after the reaction of acetyl chloride with a mixture of ethylamine and trimethylamine? Excess amine is required in the reaction of acetyl chloride with amine whereas excess alcohol is not required in the reaction of acetyl chloride and alcohol. Why? List the following ester in order of decreasing reactivities towards hydrolysis with reason: Methyl benzoate, p-nitro methyl benzoate and p-methoxy methyl benzoate The reaction of an ester with an amine is not as slow as the reaction of an ester with water or an alcohol. Explain with reason. Explain why the rate of aminolysis of an ester cannot be increased by H+, OH- or OR-. How can you activate the carboxylic acid? Is acid catalyzed hydrolysis of acetamide a reversible or an irreversible reaction. Explain. Chapter 2 (Carbonyl compounds II)…arrow_forward
- The hydrolysis of an amide in acidic conditions forms A. a carboxylate salt and an alcohol B. a carboxylate salt and an amine C. an alcohol and an amine salt (an ammonium ion) D. a carboxylic acid and an amine salt (an ammonium ion)arrow_forwardIllustrate and explain why phenols are more acidic than alcohol.arrow_forwardQUESTION 15 Identify the reaction that generates an unsaturated compound as a product. O A. Reaction of benzaldehyde and benzophenone in presence of 50 % NaOH. O B. Reaction of benzoic acid with benzyl alcohol in the presence of sulfuric acid as catalyst. O C. Reaction of benzyl bromide with triphenyl phosphine. O D. Reaction of benzaldehyde with Acetone in presence of 50 % NaOH in an ice bath without heat. O E. Reaction of benzaldehyde with Acetone in presence of 50 % NaOH with reflux.arrow_forward
- What is the role of the acetic acid in the oxidation of Cyclohexanol to Cyclohexanone? Write the balanced chemical reaction between acetic acid and sodium hypochlorite.arrow_forward2. What is one chemical test that can distinguish between propanol and propanal? Indicate the compound that will have a positive result to the test, if there is. 3. What is one chemical test that can distinguish between 3-hexanol and 3-hexanone? Indicate the compound that will have a positive result to the test, if there is.arrow_forwardwhy ethyl acetate is immiscible with water?arrow_forward
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