Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 11, Problem 56P
What is the major product obtained from the reaction of 2-ethyloxirane with each of the following reagents?
- a. 0.1 M HCl
- b. CH3OH/HCl
- c. 0.1 M NaOH
- d. CH3OH/CH3O–
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Consider the structure of pent-2-ene, if it undergoes ozonolysis, which of the following final product is formed?
a.Ethanal and Propanal
b.Ethanal and Propanone
c.CO2 and Propanal
d.Ethanal and CO2
What is the major product obtained from the acid-catalyzed hydration of each of the following alkenes?
What is the major product of the reaction of 2-methyl-2-butene with each of the following reagents?
a. HBr b. HCl c. HBr + peroxide d. HCl + peroxide
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
- From which starting materials can the product formed as a result of the following reaction be synthesized? A. Acetophenone and butanal B. Benzaldehyde and 3-pentanone C. Benzaldehyde and 2-pentanone D. Acetophenone and 2-butanonearrow_forward9. What is a possible product in the oxidation of ethanethiol? S a. CH3-C // b. CH3-C OH 9=0 H c. CH₂CH₂SO3H d. CH,CHO 10. What is the IUPAC name for the following compound? OH SH SH a. 2,4-disulfanyl-1-pentanol b. 2,4-disulfanyl-5-pentanol c. 2,4-dithiol-1-pentanol d. 2,4-dithiol-5-pentanolarrow_forwardcis-Cyclohexane-1,2-diol can be synthesized from cyclohexene by using which reagent? a.O3 b.OsO4 c.H2SO4 d.mCPBAarrow_forward
- 21. Provide the reagents necessary to carry out the following reaction. following conversion. CN 22. Provide the reactant for the NH₂ Ph3P=CHCH3 A. B. ܘܘܣ C. D. cyclohexanone cyclohexanecarbaldehyde cyclohexylpropanone 3-cyclohexylpropanalarrow_forwardDraw the major products obtained from the reaction of one equivalent of HCl with the following compounds. For each reaction, indicate the kinetic andthermodynamic products. a. 2,3-dimethyl-1,3-pentadiene b. 2,4-dimethyl-1,3-pentadienearrow_forward32. Which of the following reactions can be used to prepare 3-methyl-3-hexanol, OH I CH3CH2CCH2CH2CH3 ? 1 CH 3 A. B. CH3CH2CCH2CH2CH3 i CH3CCH2CH2CH3 i CH3CCH2CH3 1. CH3MgBr 2. H30 C. D. A and B E. A, B, and C 1. CH3CH2MgBr 2. H30 1. CH3CH2CH2MgBr 2. H30 33. Complete the following reaction sequence by supplying the missing information: (1) (2) 4. ? CH3OH (3) CH3Br CH3CH2OH 5. ? A. (1) NaBr; (2) Mg/ether; (3) CH3MgBr; (4) H2C=0; (5) H2O B. (1) HBr; (2) Mg/ether; (3) CH3MgBr; (4) H2C=0; (5) H2O c. (1) Br2; (2) Mg/ether; (3) CH3MgBr; (4) H2C=O; (5) H2O D. (1) HBr; (2) CH3MgBr; (3) Mg/ether; (4) H2C=O; (5) H2Oarrow_forward
- What process will not yield carboxylic acid?arrow_forwardWhat is the major product of the reaction of 1 mol of propyne with each of the following reagents? a. HBr (1 mol) e. aqueous H2SO4, HgSO4 h. H2/Lindlar catalyst b. HBr (2 mol) f. R2BH in THF followed by i. sodium amide c. Br2 (1 mol)/CH2Cl2 H2O2/HO-/H2O j. the product of part i followed by d. Br2 (2 mol)/CH2Cl2 g. excess H2, Pd/C 1-chloropropanearrow_forwardNitration of chlorobenzene gives A. o - chloronitrobenzene B. p - chloronitrobenzene C. m – chloronitrobenzene D. A and B BO DO CO A Oarrow_forward
- 37. What will be the major product of the reaction of 1 mol of propyne with each of the following reagents? a. HBr (1 mol) b. HBr (2 mol) c. Br2 (1 mol)/CH,Cl2 d. Br2 (2 mol)/CH2C12 e. aqueous H2SO4, HgSO4 f. borane in THF followed by H,O2/HO¯/H2O g. excess H2, Pd/C h. H,/Lindlar catalyst i. sodium in liquid ammonia at -78 °C j. sodium amide k. product of part j followed by 1-chloropropanearrow_forwardWhat is the major organic product obtained from the following reaction? A. 3-hydroxypropanoic acid B. 3-oxopropanoic acid C. propanedioic acid D. 1,3-propanediolarrow_forwardWhat stereoisomers are formed in the following reactions? Which stereoisomer is the major product? a. the acid-catalyzed dehydration of 1-pentanol to 2-pentene b. the acid-catalyzed dehydration of 3,4-dimethyl-3-hexanol to 3,4-dimethyl-3-hexenearrow_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
How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY