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 11.7A, Problem 11.12P

Propose a mechanism for the reaction of

  1. a. 1-methylcyclohexanol with HBr to form 1-bromo-1-methylcyclohexane.
  2. b. 2-cyclohexylethanol with HBr to form 1-bromo-2-cyclohexylethane.
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By malonic or acetylacetic synthesis, synthesize 2-methylbutanoic acid (indicate the formulas of the compounds).
Obtain 2-methylbutanoic acid by malonic or acetylacetic synthesis (indicate the formulas of the compounds involved).
EFFICIENTS SAMPLE READINGS CONCENTRATIONS Pigiadient) TOMATO SAUCE (REGULAR) TOMATO (REDUCED SALT) TOMATO SAUCE (REGULAR) TOMATO (REDUCED SALT) 58 6.274 3.898 301.7 151.2 14150 5.277 3.865 348.9 254.8 B 5.136 3.639 193.7 85.9 605 4.655 3.041 308.6 199.6 05 5.135 3.664 339.5 241.4 0139 4.676 3.662 160.6 87.6 90148 5.086 3.677 337.7 242.5 0092 6.348 3.775 464.7 186.4 PART3 5.081 3.908 223.5 155.8 5.558 3.861 370.5 257.1 4.922 3.66 326.6 242.9 4.752 3.641 327.5 253.3 50 5.018 3.815 336.1 256.0 84 4.959 3.605 317.9 216.6 38 4.96 3.652 203.8 108.7 $3 5.052 3.664 329.8 239.0 17 5.043 3.767 221.9 149.7 052 5.058 3.614 331.7 236.4 5.051 4.005 211.7 152.1 62 5.047 3.637 309.6 222.7 5.298 3.977 223.4 148.7 5.38 4.24 353.7 278.2 5 5.033 4.044 334.6 268.7 995 4.706 3.621 305.6 234.4 04 4.816 3.728 340.0 262.7 16 4.828 4.496 304.3 283.2 0.011 4.993 3.865 244.7 143.6 AVERAGE STDEV COUNT 95% CI Confidence Interval (mmol/L) [Na+] (mg/100 mL) 95% Na+ Confidence Interval (mg/100 mL)

Chapter 11 Solutions

Organic Chemistry (9th Edition)

Ch. 11.6 - Predict the products of the following reactions....Ch. 11.7A - Propose a mechanism for the reaction of a....Ch. 11.7B - Prob. 11.13PCh. 11.7B - Show how you would use a simple chemical test to...Ch. 11.7C - Neopentyl alcohol, (CH3)3CCH2OH, reacts with...Ch. 11.7C - Prob. 11.16PCh. 11.7C - When cis-2-methylcyclohexanol reacts with the...Ch. 11.8 - Prob. 11.18PCh. 11.9 - Prob. 11.19PCh. 11.9 - Prob. 11.20PCh. 11.9 - Prob. 11.21PCh. 11.10A - Prob. 11.22PCh. 11.10A - Some alcohols undergo rearrangement or other...Ch. 11.10B - Prob. 11.24PCh. 11.10B - Explain why the acid-catalyzed condensation is a...Ch. 11.10B - Prob. 11.26PCh. 11.10B - When the following substituted cycloheptanol...Ch. 11.11A - Prob. 11.28PCh. 11.11A - Prob. 11.29PCh. 11.11B - Predict the products formed by periodic acid...Ch. 11.12 - Prob. 11.31PCh. 11.13A - Prob. 11.32PCh. 11.14 - Prob. 11.33PCh. 11.14 - a. Show how ethanol and cyclohexanol may be used...Ch. 11.14 - Prob. 11.35PCh. 11.14 - Phenols (pKa 10) are more acidic than other...Ch. 11.14 - To practice working through the early parts of a...Ch. 11.14 - Prob. 11.38PCh. 11 - Predict the major products of the following...Ch. 11 - Show how you would convert 2-methylcyclopentanol...Ch. 11 - In each case, show how you would synthesize the...Ch. 11 - Prob. 11.42SPCh. 11 - Prob. 11.43SPCh. 11 - Prob. 11.44SPCh. 11 - Both cis- and trans-2-methylcyclohexanol undergo...Ch. 11 - Prob. 11.46SPCh. 11 - Prob. 11.47SPCh. 11 - Show how you would make each compound, beginning...Ch. 11 - Predict the major products (including...Ch. 11 - Show how you would use simple chemical tests to...Ch. 11 - The compound shown below has three different types...Ch. 11 - Prob. 11.52SPCh. 11 - Prob. 11.53SPCh. 11 - Prob. 11.54SPCh. 11 - Prob. 11.55SPCh. 11 - Show how you would synthesize the following...Ch. 11 - Show how you would synthesize the following...Ch. 11 - The following pseudo-syntheses (guaranteed not to...Ch. 11 - Two unknowns, X and Y, both having the molecular...Ch. 11 - The Williamson ether synthesis involves the...Ch. 11 - Prob. 11.61SPCh. 11 - Prob. 11.62SPCh. 11 - Alcohols combine with ketones and aldehydes to...Ch. 11 - Prob. 11.64SPCh. 11 - Prob. 11.65SPCh. 11 - Prob. 11.66SP
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