Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Textbook Question
Chapter 11, Problem 11.36P
Starting with acetylene and ethylene oxide as the only sources of carbon atoms, show how to prepare these compounds.
- (a) 3-Butyn-1-ol
- (b) 3-Hexyn-1,6-
diol - (c) 1,6-Hexanediol
- (d) (Z)-3-Hexen-1,6-diol
- (e) (E)-3-Hexen-1,6-diol
- (f) Hexanedial
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Show how to prepare pentanoic acid from each component.
(a) 1-Pentanol
(b) Pentanal
(c) 1-Pentene
(d) 1-Butanol
(e) 1-Bromopropane
(f) 1-Hexene
Use a Grignard reaction to prepare the following alcohols.
(a) 2-Methyl-2-propanol
(b) 1-Methylcyclohexanol
(c) 3-Methyl-3-pentanol
(d) 2-Phenyl-2-butanol
(e) Benzyl alcohol
(f) 4-Methyl-1-pentanol
How could you convert each of the following compounds into butanoic
acid? Write each step showing all reagents.
(a) 1-Butanol
(b) 1-Bromobutane (c) 1-Butene
Chapter 11 Solutions
Organic Chemistry
Ch. 11.2 - Write IUPAC and common names for these ethers. (a)...Ch. 11.3 - Arrange these compounds in order of increasing...Ch. 11.4 - Show how you might use the Williamson ether...Ch. 11.4 - Show how ethyl hexyl ether might be prepared by a...Ch. 11.5 - Account for the fact that treatment of tert-butyl...Ch. 11.5 - Draw structural formulas for the major products of...Ch. 11.6 - Prob. 11.7PCh. 11.8 - Draw the expected products of Sharpless...Ch. 11.9 - Prob. AQCh. 11.9 - Prob. BQ
Ch. 11.9 - Prob. CQCh. 11.9 - Prob. DQCh. 11 - Write names for these compounds. Where possible,...Ch. 11 - Prob. 11.11PCh. 11 - Each compound given in this problem is a common...Ch. 11 - Account for the fact that tetrahydrofuran (THF) is...Ch. 11 - Prob. 11.14PCh. 11 - Write equations to show a combination of reactants...Ch. 11 - Propose a mechanism for this reaction.Ch. 11 - Prob. 11.17PCh. 11 - Prob. 11.18PCh. 11 - Prob. 11.19PCh. 11 - Prob. 11.20PCh. 11 - Ethylene oxide is the starting material for the...Ch. 11 - Prob. 11.22PCh. 11 - Predict the structural formula of the major...Ch. 11 - The following equation shows the reaction of...Ch. 11 - Propose a mechanism to account for this...Ch. 11 - Acid-catalyzed hydrolysis of the following epoxide...Ch. 11 - Prob. 11.27PCh. 11 - Prob. 11.28PCh. 11 - Prob. 11.29PCh. 11 - Propose a mechanism for the following...Ch. 11 - Show reagents and experimental conditions to...Ch. 11 - Starting with cis-3-hexene, show how to prepare...Ch. 11 - Show reagents to convert cycloheptene to each of...Ch. 11 - Show reagents to convert bromocyclopentane to each...Ch. 11 - Prob. 11.35PCh. 11 - Starting with acetylene and ethylene oxide as the...Ch. 11 - Following are the steps in the industrial...Ch. 11 - Prob. 11.38PCh. 11 - Prob. 11.39PCh. 11 - Aldehydes and ketones react with one molecule of...Ch. 11 - Prob. 11.42PCh. 11 - Write the products of the following sequences of...Ch. 11 - Using your reaction roadmap as a guide, show how...Ch. 11 - Using your reaction roadmap as a guide, show how...Ch. 11 - Using your reaction roadmap as a guide, show how...Ch. 11 - During the synthesis of the antiasthmatic drug...Ch. 11 - Prob. 11.48P
Additional Science Textbook Solutions
Find more solutions based on key concepts
The method to determine the volume of a powered solid, liquid and a rock needs to be determined. Concept introd...
Living By Chemistry: First Edition Textbook
The active ingredient in Tylenol and a host of other over-the-counter pain relievers is acetaminophen (C8H9NO2)...
Chemistry: Atoms First
16.43 The following pictures represent solutions at various stages in thetitration of a weak diprotic acid with...
Chemistry (7th Edition)
How could you separate a mixture of the following compounds? The reagents available to you are water, either, 1...
Organic Chemistry
Draw a Lewis structure for each covalent molecule. a. HBr b. CH3F c. H2O2 d. N2H4 e. C2H6 f. CH2Cl2
Principles of General, Organic, Biological Chemistry
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
- Predict the products formed when cyclohexanecarbaldehyde reacts with the following reagents.(a) PhMgBr, then H3O+ (b) Tollens reagent (c) semicarbazide and weak acid(d) excess ethanol and acid (e) propane-1,3-diol, H+ (f) zinc amalgam and dilute hydrochloric acidarrow_forwardHow could you convert butanoic acid into the following compounds? Write each step showing the reagents needed. (a) 1-Butanol (b) 1-Bromobutane (c) Pentanoic acid (d) 1-Butene (e) Octanearrow_forwardShow how you would synthesize the following compounds, starting with acetylene and any compounds containing nomore than four carbon atoms.(a) hex-1-yne (b) hex-2-yne(c) cis-hex-2-ene (d) trans-hex-2-enearrow_forward
- 2. How would you prepare the following substances from 2-cyclohexenone? More than one step may be needed. (a) Cyclohexene (b) 3-Phynylcyclohexanone (c) 3-Oxocyclohenanecarboxylic acid (d) Methyleyclohexanearrow_forwardStarting from bromobenzene and any other reagents and solvents you need, show how you would synthesize the followingcompounds. Any of these products may be used as starting materials in subsequent parts of this problem.(a) 1-phenylpropan-1-ol (b) 1-phenylpropene (c) 1-phenylpropan-2-ol(d) 3-phenylprop-2-en-1-ol (e) 2-phenylbutan-2-ol (f) 2-phenylbut-2-enearrow_forwardPredict the products of the sulfuric acid-catalyzed dehydration of the following alcohols.When more than one product is expected, label the major and minor products.(a) 2-methylbutan-2-ol (b) pentan-1-ol (c) pentan-2-ol(d) 1-isopropylcyclohexanol (e) 2-methylcyclohexanolarrow_forward
- Show how each alcohol or diol can be prepared from an alkene.(a) 2-Pentanol (b) 1-Pentanol (c) 2-Methyl-2-pentanol(d) 2-Methyl-2-butanol (e) 3-Pentanol (f) 3-Ethyl-3-pentanol(g) 1,2-Hexanedioarrow_forwardHow could you convert butanenitrile into the following compounds? Write each step showing the reagents needed. (a) 1-Butanol (b) Butylaminearrow_forwardPredict the major products formed when benzoyl chloride (PhCOCl) reacts with the following reagents.(a) ethanol (b) sodium acetate (c) anilinearrow_forward
- Draw structures corresponding to the following IUPAC names:(a) 3-Methylbutanal (b) 3-Methylbut-3-enal(c) 4-Chloropentan-2-one (d) Phenylacetaldehyde(e) 2,2-Dimethylcyclohexanecarbaldehyde (f ) Cyclohexane-1,3-dione Predict the products of the reaction of the following substances with CrO3 inaqueous acid:arrow_forwardbegining with 4-octyne as your only source of crabon, and using any inorganic regents necessary, how would you synthesize the following compounds? (a) cys -4-Octene (b) Butanal (c) 4-bromooctane (d) 4-Octanol (e) 4,5 - dichlorooctane (f) Butanoic acidarrow_forward(a) How will you convert the following :(i) Propanone to Propan-2-ol (ii) Ethanal to 2-hydroxy propanoic acid(iii) Toluene to benzoic acid(b) Give simple chemical test to distinguish between :(i) Pentan-2-one and Pentan-3-one (ii) Ethanal and Propanalarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY
07 Physical Properties of Organic Compounds; Author: Mindset;https://www.youtube.com/watch?v=UjlSgwq4w6U;License: Standard YouTube License, CC-BY