Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 15.4, Problem 8P
What is the product of an acyl substitution reaction—a new
- a. a stronger base than the substituent that is attached to the acyl group
- b. a weaker base than the substituent that is attached to the acyl group
- c. similar in basicity to the substituent that is attached to the acyl group
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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 TRUE if the underlined word/phrase makes the statement correct. Otherwise, write the correct WORD/PHRASE that will make the statement true. 1. Aldehydes and ketones generally react in a mechanism known as nucleophilic substitution reaction at the carboxylic oxygen. 2. 1-cyclopentylethan-1-one will test positive in baeyer's test and will test positive in tollen's test. 3. Gulose and idose produce the same osazones. 4. Seliwanoff's test can be used to differentiate sorbose and talose 5. Ribose is a C2 epimer of arabinose and a C4 epimer of xylose. 6. In the test for benzoic acid, boiling-off excess FeCl3 prevents the formation of Fe(OH)3 precipitate. 7. The vapor produced from the base-promoted hydrolysis of propanamide turned the blue litmus paper to red. 8. Anhydrous Na₂SO4 was added in the obtained organic layer to remove excess water. 9. In the synthesis of esters, using acyl chlorides as starting materials instead of carboxylic acids could decrease the product yield. 10. The…arrow_forwardWhich of the following reactions will result in the formation of an acyl halide? Select one: a. The reaction of a carboxylic acid with phosphorus trichloride. b. The treatment of an alcohol with ethyl bromide. c. The reaction of an ester with hydrochloric acid. d. The addition of an alkene to dilute hydrochloric acid.arrow_forwardConsider the structure of pent-2-ene, if it undergoes ozonolysis, which of the following final product is formed? a.Ethanal and Propanal b.Ethanal and Propanone c.CO2 and Propanal d.Ethanal and CO2arrow_forward
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- Grignard reagent is a nucleophile. Which electrons does it give up in the reaction? a) Electrons in the bond between carbon and chlorine b) Bond electrons between carbon and magnesium c) An electron pair from the p-electrons of the aromatic ring d) Electrons in the bond between magnesium and chlorinearrow_forwardWhat is the difference between a nucleophile and a base using a reaction as an example?arrow_forwardWhich statement is true? O Bromination is faster than chlorination because the rate-determining step for bromination is endothermic. O Bromination is slower than chlorination because the rate-determining step for bromination is endothermic. O Bromination is faster than chlorination because the rate-determining step for bromination is exothermic. O Bromination is slower than chlorination because the rate-determining step for bromination is exothermic.arrow_forward
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