
ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 11.7C, Problem 11.17P
When cis-2-methylcyclohexanol reacts with the Lucas reagent, the major product is 1-chloro-1-methylcyclohexane. Propose a mechanism to explain the formation of this product.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
The emf at 25°C of the cell: Pt l H2(g) l dis X:KCl (sat) l Hg2Cl2(s) l Hg l Pt was 612 mV. When solution X was replaced by normal phosphate buffer solution with a pH of 6.86, the emf was 741 mV. Calculate the pH of solution X.
Indicate how to calculate the potential E of the reaction Hg2Cl2(s) + 2e ⇄ 2Hg + 2Cl- as a function of the concentration of Cl- ions. Data: the solubility product of Hg2Cl2.
How can Beer’s Law be used to determine the concentration in a selected food sample. Provide an in-depth discussion and examples of this.
Chapter 11 Solutions
ORGANIC CHEMISTRY
Ch. 11.1 - Prob. 11.1PCh. 11.2C - Prob. 11.2PCh. 11.3 - Prob. 11.3PCh. 11.3 - Prob. 11.4PCh. 11.3 - Prob. 11.5PCh. 11.3 - Suggest the most appropriate method for each of...Ch. 11.4 - A chronic alcoholic requires a much larger dose of...Ch. 11.4 - Unlike ethylene glycol, propylene glycol...Ch. 11.5 - Predict the major products of the following...Ch. 11.5 - Show how you would convert propan-1-ol to the...
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
Additional Science Textbook Solutions
Find more solutions based on key concepts
True or false? Some trails are considered vestigial because they existed long ago.
Biological Science (6th Edition)
2. Why is it that the range of resting blood pressures of humans is best represented by a bell-shaped curve co...
Human Biology: Concepts and Current Issues (8th Edition)
To test your knowledge, discuss the following topics with a study partner or in writing ideally from memory. Th...
HUMAN ANATOMY
45. Calculate the mass of nitrogen dissolved at room temperature in an 80.0-L home aquarium. Assume a total pre...
Chemistry: Structure and Properties (2nd Edition)
How could you separate a mixture of the following compounds? The reagents available to you are water, either, 1...
Organic Chemistry (8th Edition)
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- b) H3C- H3C Me CH 3 I HN Me H+arrow_forwardUsing Luther's rule, determine the reference potentials of the electrodes corresponding to the low stability systems Co³+/Co and Cr²+/Cr from the data in the table. Electrodo ΕΝ Co²+/Co Co3+/Co²+ -0,28 +1,808 Cr³+ / Cr -0,508 Cr3+ / Cr²+ -0,41arrow_forwardThe molecule PYRIDINE, 6tt electrons and is there pore aromuntre and is Assigned the Following structure contenus Since aromatk moleculey undergo electrophilic allomatic substitution, Pyridine should undergo The Following reaction + HNO3 12504 a. write all of the possible Mononitration Products that could Result From this roaction Based upon the reaction the reaction mechanism determine which of these producty would be the major Product of the hegetionarrow_forward
- Using Benzene as starting materia Show how each of the Following molecules could Ve synthesked 9. CHI d. 10450 b 0 -50311 ८ City -5034 1-0-650 e NO2arrow_forwardBA HBr of the fol 1)=MgCI 2) H₂O major NaOEt Ts Cl Py (pyridine) 1) 03 2) Me2S 1arrow_forward4. Provide a clear arrow-pushing mechanism for the following reactions. Do not skip proton transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted without ambiguity. a) NHBoc ⚫OBn HO. H3C CO2CH3 -OBn H3C H3C. H3C. NHBOC CI CO2CH3arrow_forward
- Draw structures of the following compounds and identify their role: mCPBA (MCPBA) DMS Py 9-BBN LAH Sia₂BH TsCI PCC t-BuOK LDA MeLi n-BuLi DMSO DMF Sodium Borohydride Lithium DiisopropylAmide 2arrow_forwardUsing Luther's rule, calculate the reference potential of the Hg2+/Hg redox electrode. DATA: Electrode potentials E° = 0,854 V y E 0,788 V Hg2+/Hg 2+ Hg2/Hgarrow_forward1) NaNH2 (excess) 1) NaNH2 CI CI 2) H₂O 2) Mel 1) 03 2) (CH3)2S Na NH3 (liquid) 1arrow_forward
- CI 1) n-BuLi 2) 1) 03 HH T&Cl 2) H₂O 2arrow_forwardHelp with a!arrow_forwardFor the following compound: HO -H Draw a mechanism for the tautomerization process under BASIC conditions: Mechanism A: H-O: H-OH H-O HH H-OO Mechanism B: H-Q Mechanism C: Θ OH H-O: Mechanism D: H-O H- H-OO C H-OO H- H- H-OO HH OH -H - HON H :OH H-Harrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning


Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Coenzymes and cofactors; Author: CH15 SWAYAM Prabha IIT Madras;https://www.youtube.com/watch?v=bubY2Nm7hVM;License: Standard YouTube License, CC-BY
Aromaticity and Huckel's Rule; Author: Professor Dave Explains;https://www.youtube.com/watch?v=7-BguH4_WBQ;License: Standard Youtube License