Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 16, Problem 68P
Synthesize each compound from toluene
a. 
b. 
c. 
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Chapter 16 Solutions
Organic Chemistry (6th Edition)
Ch. 16.1 - Prob. 1PCh. 16.2 - Prob. 2PCh. 16.3 - Prob. 3PCh. 16.4 - Prob. 4PCh. 16.5 - Prob. 5PCh. 16.5 - Prob. 6PCh. 16.5 - Prob. 9PCh. 16.5 - Problem 18.9 Draw the product of each reaction
a....Ch. 16.5 - Prob. 11PCh. 16.5 - Prob. 12P
Ch. 16.5 - Prob. 13PCh. 16.6 - Prob. 14PCh. 16.6 - Problem 18.14 Draw all resonance structures for...Ch. 16.6 - Problem 18.15 Classify each substituent as...Ch. 16.7 - Prob. 17PCh. 16.9 - Prob. 22PCh. 16.10 - Problem 18.20 Draw the products of each...Ch. 16.10 - Prob. 24PCh. 16.11 - Problem 18.22 Draw the products formed when each...Ch. 16.12 - Problem 18.23 Devise a synthesis of each compound...Ch. 16.13 - Problem 18.24 Draw the products of each...Ch. 16.13 - Problem 18.25 Draw a stepwise mechanism for the...Ch. 16.13 - Problem 18.26 Draw the products of each...Ch. 16.13 - Prob. 30PCh. 16 - Prob. 37PCh. 16 - 18.35 What is the major product formed by an...Ch. 16 - 18.36 Draw the products formed when phenol is...Ch. 16 - Problem 18.37 Draw the products formed when each...Ch. 16 - 18.38 Draw the products of each reaction.
a. d....Ch. 16 - 18.39 What products are formed when benzene is...Ch. 16 - Prob. 49PCh. 16 - 18.47 For each of the following substituted...Ch. 16 - 18.48 Consider the tetracyclic aromatic compound...Ch. 16 - 18.49 For each N-substituted benzene, predict...Ch. 16 - Prob. 54PCh. 16 - 18.51 Using resonance structures, explain why a...Ch. 16 - Prob. 56PCh. 16 - 18.53 Rank the aryl halides in each group in order...Ch. 16 - Prob. 64PCh. 16 - Prob. 65PCh. 16 - Prob. 66PCh. 16 - 18.63 Synthesize each compound from benzene and...Ch. 16 - Problem 18.64 Synthesize each compound from...
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- Indicate the product obtained by reacting A and B. A || H3C-S-CH₂ Na* || CH 3 B CH2. C. CH3 H3C CH3arrow_forwardDraw the products formed when phenol(C6H5OH) is treated with each reagent. Give an explanation. c. CH3CH2Cl, AlCl3 l. product in (c), then KMnO4arrow_forwardDraw the products formed when phenol (C6H5OH) is treated with each set of reagents. a. [1] HNO3, H2SO4; [2] Sn, HCl b. [1] (CH3CH2)2CHCOCl, AlCl3; [2] Zn(Hg), HCl c. [1] CH3CH2Cl, AlCl3; [2] Br2, hν d. [1] (CH3)2CHCl, AlCl3; [2] KMnO4arrow_forward
- Draw structural formulas for the alkene that gives each alcohol upon hydroborationoxidation. OH HO, b. a.arrow_forwardDraw the organic product(s) formed when CH3CH₂CH₂OH is treated with each reagent. a. H₂SO4 d. HBr g. TsCl, pyridine b. NaH h. [1] NaH; [2] CH₂CH₂Br e. SOCI₂, pyridine f. PBr3 c. HCI + ZnCl₂ Hint: NaH deprotonates the alcohol forming an alkoxidearrow_forwardWhich reagent could be used to prepare propanoic acid from propan-1-ol?a.) periodaneb.) mCPBAc.) CrO3/H2SOAd.) Cl2arrow_forward
- Give the IUPAC name for each ketone. C-CHCH,CH3 b. a.arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l). The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 8.50 gof butanoic acid and excess ethanol? Express your answer in grams to three significant figures.arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) a) Given 7.70 g of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100% yield? b) A chemist ran the reaction and obtained 5.25 g of ethyl butyrate. What was the percent yield? c) The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 7.70 g of butanoic acid and excess ethanol?arrow_forward
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