Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 19.20B, Problem 19.30P

Show how you would accomplish the following synthetic conversions.

  1. a. benzyl bromide → benzylamine
  2. b. 1-bromo-2-phenylethane → 3-phenylpropan-1-amine
  3. c. pentanoic acid → pentan-1-amine
  4. d. pentanoic acid → hexan-1-amine
  5. e. (R)-2-bromobutane → (S)-butan-2-amine
  6. f. (R)-2-bromobutane → (S)-2-methylbutan-1-amine
  7. g. hexan-2-one → 1-amino-2-methylhexan-2-ol
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5. Complete the neutralization reaction of the following amine by hydrochloric acid (HCI). CH,-CH,-CH,-CH,-N-CH,-CH, HCI ČH, 6. Complete the reaction for the acid hydrolysis of the following amide. CH,-CH-CH,-C-N-CH,-CH, CH, Нeat + H,0 + HCI 7. Draw the condensed structural formula for the amide needed for the base hydrolysis resulting in the formation of the following products. heat NAOH H-C-ONA + CH; - CH, - NH,
In the chemical reaction shown below, 0.0100 mol of 2-methyl-2-propanol is reacted with 0.0175 mol of ammonium bromide and 0.0350 mol of ammonium chloride in the presence of 0.100 mol of sulfuric acid. What are the products of this reaction and their respective ratio to one another? OH respectively) respectively) 2-methyl-2-propanol 2-bromo-2-methylpropane and 2-chloro-2-methylpropane (ratio: 1:2; NH₂*Cr NH₂ Br respectively) H₂SO4 H₂O 2-bromo-2-methylpropane and 2-chloro-2-methylpropane (ratio: 1:1; ? + ? respectively) 2-bromo-2-methylpropane and 2-chloro-2-methylpropane (ratio: 2:1; 1-bromo-2-methylpropane and 1-chloro-2-methylpropane (ratio: 1:2;
Use a series of reactions to show how you can make 2-pentanone and 3-pentanone from 2-pentyne. Name all reactants and intermediate products formed. Indicate the type(s) of reactions required.

Chapter 19 Solutions

Organic Chemistry (9th Edition)

Ch. 19.10B - Propose a mechanism for nitration of pyridine at...Ch. 19.10B - Prob. 19.12PCh. 19.10C - Prob. 19.13PCh. 19.10C - Prob. 19.14PCh. 19.11 - Propose a mechanism to show the individual...Ch. 19.11 - Prob. 19.16PCh. 19.12 - Give the products expected from the following...Ch. 19.13 - Prob. 19.18PCh. 19.13 - Prob. 19.19PCh. 19.14 - Prob. 19.20PCh. 19.15 - Prob. 19.21PCh. 19.15 - Prob. 19.22PCh. 19.16 - Prob. 19.23PCh. 19.17 - Prob. 19.24PCh. 19.17 - Prob. 19.25PCh. 19.18 - Prob. 19.26PCh. 19.19 - Prob. 19.27PCh. 19.20A - Addition of one equivalent of ammonia to...Ch. 19.20A - Prob. 19.29PCh. 19.20B - Show how you would accomplish the following...Ch. 19.20C - Prob. 19.31PCh. 19 - For each compound, 1. classify the...Ch. 19 - Prob. 19.33SPCh. 19 - Within each structure, rank the indicated...Ch. 19 - In each pair of compounds, select the stronger...Ch. 19 - Which of the following compounds are capable of...Ch. 19 - Complete the following proposed acid-base...Ch. 19 - Predict the products of the following reactions:...Ch. 19 - Prob. 19.39SPCh. 19 - Show how m-toluidine can be converted to the...Ch. 19 - The mass spectrum of tert-butylamine follows shows...Ch. 19 - Prob. 19.42SPCh. 19 - The following drugs are synthesized using the...Ch. 19 - Prob. 19.44SPCh. 19 - Synthesize from benzene. (Hint: All of these...Ch. 19 - Propose mechanisms for the following reactions.Ch. 19 - Prob. 19.47SPCh. 19 - Prob. 19.48SPCh. 19 - Prob. 19.49SPCh. 19 - Show how you can synthesize the following...Ch. 19 - Prob. 19.51SPCh. 19 - The alkaloid coniine has been isolated from...Ch. 19 - A chemist is summoned to an abandoned...Ch. 19 - Pyrrole undergoes electrophilic aromatic...Ch. 19 - Prob. 19.55SPCh. 19 - Prob. 19.56SPCh. 19 - An unknown compound shows a weak molecular ion at...Ch. 19 - A compound of formula C11H16N2 gives the IR,...Ch. 19 - (A true story.) A drug user responded to an ad...Ch. 19 - Prob. 19.60SPCh. 19 - Prob. 19.61SPCh. 19 - Prob. 19.62SPCh. 19 - Prob. 19.63SPCh. 19 - Prob. 19.64SPCh. 19 - Prob. 19.65SP
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