
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 11.4, Problem 13P
(a)
Interpretation Introduction
Interpretation:
The reason should be explained for difficulty in the synthesis of unsymmetrical ether.
Concept introduction:
Ethers:
An oxygen atom connected to two alkyl or aryl groups is called as ether. The general formula of ether is
Ethyl alcohol is reaction with acid which yields diethyl ether which is shown below.
(b)
Interpretation Introduction
Interpretation:
The ethyl propyl ether should be synthesized.
Concept introduction:
Ethers:
An oxygen atom connected to two alkyl or aryl groups is called as ether. The general formula of ether is
Ethyl alcohol is reaction with acid which yields diethyl ether which is shown below.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
At the end of the silica gel production process, color changes occur during drying. Explain these color changes.
If CoCl2/H2O is dissolved in a mixture of H2O and concentrated HCl in a test tube, the tube is gently heated over a flame to approximately 80°C and then cooled externally. Explain the color changes that occur.
When producing silica gel, color changes occur at the end of the drying process. Explain these color changes.
Chapter 11 Solutions
Organic Chemistry
Ch. 11.1 - Why are NH3 and CH3NH2 no longer nucleophiles when...Ch. 11.1 - Prob. 2PCh. 11.1 - Prob. 5PCh. 11.2 - Prob. 7PCh. 11.3 - Prob. 9PCh. 11.3 - Show how 1-propanol can be converted into the...Ch. 11.4 - Which of the following alcohols dehydrates the...Ch. 11.4 - Prob. 12PCh. 11.4 - Prob. 13PCh. 11.4 - Propose a mechanism for each of the following...
Ch. 11.4 - Draw the product of each of the following...Ch. 11.4 - Explain why the following alcohols, when heated...Ch. 11.4 - What stereoisomers are formed in the following...Ch. 11.4 - Prob. 18PCh. 11.4 - What alcohol would you treat with phosphorus...Ch. 11.5 - Prob. 20PCh. 11.6 - Prob. 22PCh. 11.7 - Prob. 24PCh. 11.7 - Would you expect the reactivity of a five-membered...Ch. 11.7 - Prob. 26PCh. 11.7 - What products are obtained from the reaction of...Ch. 11.7 - Prob. 28PCh. 11.7 - Prob. 29PCh. 11.7 - Prob. 30PCh. 11.8 - Prob. 31PCh. 11.8 - Prob. 32PCh. 11.8 - How do the major products obtained from...Ch. 11.8 - Explain why the two arene oxides in Problem 38...Ch. 11.8 - Three arene oxides can be obtained from...Ch. 11.9 - Explain why the half-life (the time it takes for...Ch. 11.10 - Prob. 38PCh. 11.10 - Prob. 39PCh. 11.10 - Prob. 40PCh. 11.10 - Prob. 41PCh. 11.10 - Prob. 42PCh. 11.11 - Using an alkyl halide and a thiol as starting...Ch. 11.11 - The following three nitrogen mustards were studied...Ch. 11.11 - Why is melphalan a good cancer drug?Ch. 11.11 - Prob. 47PCh. 11 - Prob. 48PCh. 11 - Which compound is more likely to be carcinogenic?Ch. 11 - Prob. 50PCh. 11 - Prob. 51PCh. 11 - Write the appropriate reagent over each arrow.Ch. 11 - What alkenes would you expect to be obtained from...Ch. 11 - Prob. 54PCh. 11 - When heated with H2SO4, both...Ch. 11 - What is the major product obtained from the...Ch. 11 - When deuterated phenanthrene oxide undergoes a...Ch. 11 - An unknown alcohol with a molecular formula of...Ch. 11 - Prob. 59PCh. 11 - Prob. 60PCh. 11 - Propose a mechanism for the following reaction:Ch. 11 - What product would be formed if the four-membered...Ch. 11 - Which of the following ethers would be obtained in...Ch. 11 - Using the given starting material any necessary...Ch. 11 - Prob. 65PCh. 11 - When 3-methyl-2-butanol is heated with...Ch. 11 - Propose a mechanism for each of the following...Ch. 11 - How could you synthesize isopropyl propyl ether,...Ch. 11 - When the following seven-membered ring alcohol is...Ch. 11 - Ethylene oxide reacts readily with HO because of...Ch. 11 - Prob. 71PCh. 11 - Propose a mechanism for each of the following...Ch. 11 - Explain why the acid-catalyzed dehydration of an...Ch. 11 - Triethylene glycol is one of the products obtained...Ch. 11 - Prob. 75PCh. 11 - Prob. 76PCh. 11 - When ethyl ether is heated with excess HI for...Ch. 11 - Propose a mechanism for the following reaction:Ch. 11 - Prob. 79PCh. 11 - An ion with a positively charged nitrogen atom in...Ch. 11 - Propose a mechanism for each of the following...Ch. 11 - Prob. 82PCh. 11 - The following reaction takes place several times...Ch. 11 - A vicinal diol has OH groups on adjacent carbons....Ch. 11 - Prob. 85PCh. 11 - Prob. 86PCh. 11 - Two stereoisomers are obtained from the reaction...Ch. 11 - Propose a mechanism for each or the following...Ch. 11 - Triethylenemelamine (TEM) is an antitumor agent....
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
- Design experiments in UV-Vis to figure the optimal mole ratio of copper (1:1, 2:1, 3:1 and etc)versus ethambutol using all necessary chemicals including dihydrochloride and copper nitrate hemipentahydrate and sodium hydroxide. Show how UV-Vis absorbance and maximum wavelength would change in responsearrow_forwardCorrect each molecule in the drawing area below so that it has the condensed structure it would have if it were dissolv a 0.1 M aqueous solution of HCI. If there are no changes to be made, check the No changes box under the drawing area. No changes. HO—CH,—C—CH,—OH X 5 2 2 2 HO–CH,—CH,—C—CH,—OH Explanation Check Center Accessi ©2025 on 5 Carrow_forwardMake the calculations to prepare 2M H2SO4, from concentrated H2SO4 (98%; density: 1.84 g/mL).arrow_forward
- H CH3 CH3 b) Write the products of your compound and the following reagents. If the reaction would not work for your compound, write "no reaction" and explain the problem. NaCN H* H₂NNHCH5 H* -à NaBH -à CH2MgBr Cro₁₂ --à H3O+ -à c) Would your compound give a positive Tollen's test? Why or why not?arrow_forwardHomework 4 Chem 204 Dr. Hellwig Consider this compound, which will be referred to as "your compound". a) Name your compound according to the IUPAC system. Include stereochemistry (E/Z/R/S) H CH3 CH3arrow_forwardWhat is the mechanism for this?arrow_forward
- 21.50 Determine the combinations of haloalkane(s) and alkoxide(s) that could be used to synthesize the following ethers through Williamson ether synthesis. (a) (c) (d) (e) (f) H₂COarrow_forward1. Arrange the following in order of increasing bond energy (lowest bond energy first, highest bond energy last). Provide your rationale. C=C, C-F, C=C, C-N, C-C List the bond order for each example.arrow_forwardWhat is the major enolate formed when treated with LDA? And why that one?arrow_forward
- 4. Calculate the total number of sigma bonds and total number of pi bonds in each of the following compounds. a. HH :D: +1 I H-N-C-C-O-H I H b. HH H Н :N=C-C-C=C-CEC-H :0: total o H-C-H H-C = `C-H I H. 11 H-C = C= CH H total o total π total π 1 Harrow_forwardIn the following reaction, what quantity in moles of CH₃OH are required to give off 4111 kJ of heat? 2 CH₃OH (l) + 3 O₂ (g) → 2 CO₂ (g) + 4 H₂O(g) ∆H° = -1280. kJarrow_forwardIndicate the processes in the dismutation of Cu2O.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningChemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningIntroductory Chemistry: An Active Learning Approa...ChemistryISBN:9781305079250Author:Mark S. Cracolice, Ed PetersPublisher:Cengage Learning
- Chemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage Learning

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

Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning

Introductory Chemistry: An Active Learning Approa...
Chemistry
ISBN:9781305079250
Author:Mark S. Cracolice, Ed Peters
Publisher:Cengage Learning

Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning