Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 18.SE, Problem 51AP
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An analytical chemist is titrating 101.7 mL of a 0.3500M solution of piperidine (C5H10NH) with a 0.05700M solution of HClO4. The pK of piperidine is 2.89.
Calculate the pH of the base solution after the chemist has added 682.9 mL of the HClO solution to it.
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Note for advanced students: you may assume the final volume equals the initial volume of the solution plus the volume of HClO solution added.
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Chapter 18 Solutions
Organic Chemistry
Ch. 18.1 - Name the following ethers:Ch. 18.2 - Why do you suppose only symmetrical ethers are...Ch. 18.2 - How would you prepare the following ethers using a...Ch. 18.2 - Review the mechanism of oxymercuration shown in...Ch. 18.2 - How would you prepare the following ethers? Use...Ch. 18.2 - Prob. 6PCh. 18.3 - Prob. 7PCh. 18.3 - Write the mechanism of the acid-induced cleavage...Ch. 18.3 - Why are HI and HBr more effective than HCl in...Ch. 18.4 - What product would you expect from Claisen...
Ch. 18.5 - Prob. 11PCh. 18.6 - Predict the major product of each of the following...Ch. 18.6 - Prob. 13PCh. 18.6 - Predict the major product of the following...Ch. 18.7 - 15-Crown-5 and 12-crown-4 ethers complex Na+ and...Ch. 18.8 - Prob. 16PCh. 18.8 - 2-Butene-l-thiol is one component of skunk spray....Ch. 18.9 - The 1H NMR spectrum shown is that of a cyclic...Ch. 18.SE - Give IUPAC names for the following compounds...Ch. 18.SE - Show the product, including stereochemistry, that...Ch. 18.SE - Prob. 21VCCh. 18.SE - Treatment of the following alkene with a...Ch. 18.SE - Prob. 23MPCh. 18.SE - Prob. 24MPCh. 18.SE - Predict the product(s) and provide the mechanism...Ch. 18.SE - The alkoxymercuration of alkenes involves the...Ch. 18.SE - Predict the product(s) and provide the mechanism...Ch. 18.SE - Predict the product(s) and provide the mechanism...Ch. 18.SE - Prob. 29MPCh. 18.SE - Ethers undergo an acid-catalyzed cleavage reaction...Ch. 18.SE - Treatment of 1, 1-diphenyl-l, 2-epoxyethane with...Ch. 18.SE - Fluoxetine, a heavily prescribed antidepressant...Ch. 18.SE - When 2-methyl-2, 5-pentanediol is treated with...Ch. 18.SE - Prob. 34MPCh. 18.SE - Prob. 35MPCh. 18.SE - Aldehydes and ketones undergo acid-catalyzed...Ch. 18.SE - Propose a mechanism to account for the following...Ch. 18.SE - Prob. 38APCh. 18.SE - Prob. 39APCh. 18.SE - How would you prepare the following ethers?Ch. 18.SE - Prob. 41APCh. 18.SE - tert-Butyl ethers can be prepared by the reaction...Ch. 18.SE - Treatment of trans-2-chlorocyclohexanol with NaOH...Ch. 18.SE - Predict the products of the following ether...Ch. 18.SE - Prob. 45APCh. 18.SE - Prob. 46APCh. 18.SE - Write the mechanism of the hydrolysis of cis-5,...Ch. 18.SE - Prob. 48APCh. 18.SE - Acid-catalyzed hydrolysis of a 1,...Ch. 18.SE - Prob. 50APCh. 18.SE - Epoxides are reduced by treatment with lithium...Ch. 18.SE - Prob. 52APCh. 18.SE - The red fox (Vulpes vulpes) uses a chemical...Ch. 18.SE - Anethole, C10H12O, a major constituent of the oil...Ch. 18.SE - Propose structures for compounds that have the...Ch. 18.SE - Prob. 56GPCh. 18.SE - How would you synthesize anethole (Problem 18-54)...Ch. 18.SE - How could you prepare benzyl phenyl ether from...Ch. 18.SE - Meerwein's reagent, triethyloxonium...Ch. 18.SE - Prob. 60GPCh. 18.SE - Prob. 61GPCh. 18.SE - The Zeisel method is an old analytical procedure...Ch. 18.SE - Prob. 63GPCh. 18.SE - Prob. 64GPCh. 18.SE - Prob. 65GPCh. 18.SE - Identify the reagents a-e in the following scheme:Ch. 18.SE - Propose structures for compounds that have the...Ch. 18.SE - Prob. 68GPCh. 18.SE - Prob. 69GPCh. 18.SE - Predict the product(s) if the starting materials...
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- Give reason(s) for six from the followings [using equations if possible] a. Addition of sodium carbonate to sulfanilic acid in the Methyl Orange preparation. b. What happened if the diazotization reaction gets warmed up by mistake. c. Addition of sodium nitrite in acidified solution in MO preparation through the diazotization d. Using sodium dithionite dihydrate in the second step for Luminol preparation. e. In nitroaniline preparation, addition of the acid mixture (nitric acid and sulfuric acid) to the product of step I. f. What is the main reason of the acylation step in nitroaniline preparation g. Heating under reflux. h. Fusion of an organic compound with sodium. HAND WRITTEN PLEASEarrow_forwardedict the major products of the following organic reaction: u A + ? CN Some important notes: • Draw the major product, or products, of the reaction in the drawing area below. • If there aren't any products, because no reaction will take place, check the box below the drawing area instead. Be sure to use wedge and dash bonds when necessary, for example to distinguish between major products that are enantiomers. Explanation Check Click and drag to start drawing a structure. Х © 2025 McGraw Hill LLC. All Rights Reserved. Te LMUNDARYarrow_forwardSketch the intermediates for A,B,C & D.arrow_forward
- Can the molecule on the right-hand side of this organic reaction be made in good yield from no more than two reactants, in one step, by moderately heating the reactants? O ? A . If your answer is yes, then draw the reactant or reactants in the drawing area below. You can draw the reactants in any arrangement you like. . If your answer is no, check the box under the drawing area instead. Explanation Check Click and drag to start drawing a structure. ㅇ 80 F5 F6 A 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Cente FIGarrow_forwardIn methyl orange preparation, if the reaction started with 0.5 mole of sulfanilic acid to form the diazonium salt of this compound and then it converted to methyl orange [0.2 mole]. If the efficiency of the second step was 50%, Calculate: A. Equation(s) of Methyl Orange synthesis: Diazotization and coupling reactions. B. How much diazonium salt was formed in this reaction? C. The efficiency percentage of the diazotization reaction D. Efficiency percentage of the whole reaction.arrow_forwardHand written equations pleasearrow_forward
- Hand written equations pleasearrow_forward> each pair of substrates below, choose the one that will react faster in a substitution reaction, assuming that: 1. the rate of substitution doesn't depend on nucleophile concentration and 2. the products are a roughly 50/50 mixture of enantiomers. Substrate A Substrate B Faster Rate X Ś CI (Choose one) (Choose one) CI Br Explanation Check Br (Choose one) © 2025 McGraw Hill LLC. All Rights Farrow_forwardNMR spectrum of ethyl acetate has signals whose chemical shifts are indicated below. Which hydrogen or set of hydrogens corresponds to the signal at 4.1 ppm? Select the single best answer. The H O HỌC—C—0—CH, CH, 2 A ethyl acetate H NMR: 1.3 ppm, 2.0 ppm, 4.1 ppm Check OA B OC ch B C Save For Later Submit Ass © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center |arrow_forward
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