EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
9th Edition
ISBN: 9780136781776
Author: Wade
Publisher: PEARSON CO
expand_more
expand_more
format_list_bulleted
Question
Chapter 11.14, Problem 11.33P
Interpretation Introduction
Interpretation:
The identification of incorrect step in the synthesis of ethyl methyl ether is to be predicted.
Concept introduction:
Sodium methoxide is a strong base. The methoxide ion can only abstract proton from methyl group. Also Williamson synthesis of ethyl methyl ether required more hindered alkoxide like
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Predict the organic reactant that is involved in the reaction below, and draw the skeletal ("line") structures of the missing organic reactant. Please include all steps & drawings & explanations.
What are the missing reagents for the spots labeled 1 and 3? Please give a detailed explanation and include the drawings and show how the synthesis proceeds with the reagents.
What is the organic molecule X of the following acetal hydrolysis? Please draw a skeletal line structure and include a detailed explanation and drawing of how the mechanism proceeds. Please include any relevant information that is needed to understand the process of acetal hydrolysis.
Chapter 11 Solutions
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
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
Knowledge Booster
Similar questions
- What are is the organic molecule X and product Y of the following acetal hydrolysis? Please draw a skeletal line structure and include a detailed explanation and drawing of how the mechanism proceeds. Please include any relevant information that is needed to understand the process of acetal hydrolysis.arrow_forwardAt 300 K, in the decomposition reaction of a reactant R into products, several measurements of the concentration of R over time have been made (see table). Without using graphs, calculate the order of the reaction. t/s [R]/(mol L-1) 0 0,5 171 0,16 720 0,05 1400 0,027arrow_forwardPredict the organic products that form in the reaction below, and draw the skeletal ("line") structures of the missing organic products. Please include all steps & drawings & explanations.arrow_forward
- What are the missing reagents for the spots labeled 1 and 3? Please give a detailed explanation and include the drawings and show how the synthesis proceeds with the reagents.arrow_forwardWhat are the products of the following acetal hydrolysis? Please draw a skeletal line structure and include a detailed explanation and drawing of how the mechanism proceeds. Please include any relevant information that is needed to understand the process of acetal hydrolysis.arrow_forwardWhat would happen if you added the HCI to the Grignard reagent before adding benzophenone? Draw a reaction mechanism to support your answer.arrow_forward
- At 300 K, in the decomposition reaction of a reactant R into products, several measurements of the concentration of R over time have been made (see table). Calculate the order of the reaction. t/s [R]/ (mol L-1) 0 0,5 171 0,16 720 0,05 1400 0,027arrow_forwardWrite the correct IUPAC names of the molecules in the picturearrow_forwardHow many grams of solid NaCN have to be added to 1.5L of water to dissolve 0.18 mol of Fe(OH)3 in the form Fe(CN)63 - ? ( For simplicity, ignore the reaction of CN - ion with water) Ksp for Fe(OH)3 is 2.8E -39, and Kform for Fe(CN)63 - is 1.0E31arrow_forward
- Draw the most stable chair conformation of 1-ethyl-1-methylcyclohexane, clearly showing the axial and equatorial substituents. [4] Draw structures corresponding to the following IUPAC name for each of the following compounds; [5] i) 4-Isopropyl-2,4,5-trimethylheptane ii) trans-1-tert-butyl-4-ethylcyclohexane iii) Cyclobutylcycloheptane iv) cis-1,4-di-isopropylcyclohexane (chair conformation) v) 3-Ethyl-5-isobutylnonanearrow_forwardDraw and name molecules that meet the following descriptions; [4] a) An organic molecule containing 2 sp2 hybridised carbon and 1 sp-hybridised carbon atom. b) A cycloalkene, C7H12, with a tetrasubstituted double bond. Also answer question 2 from the imagearrow_forwardH 14. Draw the line angle form of the following molecule make sure you use the proper notation to indicate spatial positioning of atoms. F F H 15. Convert the following condensed form to line angle form: (CH3)3CCH2COCH2CON(CH2CH3)2arrow_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 LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning

Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning


Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning