Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 18, Problem 4Q
Interpretation Introduction
Interpretation:
The preferred base for the alkylation of monoalkylacetoacetic ester is to be identified.
Concept introduction:
The acetoacetic ester is a
In monoalkylacetoacetic ester, a second alkylation also takes place, due to thepresence of an acidic hydrogen, in the presence of stronger base.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
For the generic ester RC(O)OR′, which bond will hydrolyzeunder basic conditions?(a) the R¬C bond (b) the C“O bond (c) the C¬O bond(d) the O¬R′ bond (e) more than one of the above
Write the products of the following acid-base reactions:
(a) CH3OH + H2SO4 ² ?
(b) CH3OH + NANH2 2 ?
(c) CH3NH3+ Cl- + NaOH ?
What is the product formed when pentyne reacts with disiamylborane?
(A) Pentanol
(B) Pentanone
(C) Pentanal
(D) Pentan-2-ol
Chapter 18 Solutions
Organic Chemistry
Ch. 18 - Prob. 1PPCh. 18 - Practice Problem 18.2 Would optically active...Ch. 18 - Prob. 3PPCh. 18 - Practice Problem 18.4 Why do we say that the...Ch. 18 - Prob. 5PPCh. 18 - Practice Problem 18.6 (a) Write a reaction...Ch. 18 - PRACTICE PROBLEM 18.7
Show how you would use the...Ch. 18 - Practice Problem 18.8 The acetoacetic ester...Ch. 18 - Practice Problem 18.9
In the synthesis of the keto...Ch. 18 - PRACTICE PROBLEM 18.10 How would you use the...
Ch. 18 - PRACTICE PROBLEM 18.11
How would you use the...Ch. 18 - PRACTICE PROBLEM 18.12 Outline all steps in a...Ch. 18 - PRACTICE PROBLEM 18.13
The antiepileptic drug...Ch. 18 - PRACTICE PROBLEM 18.14 Show how you could employ...Ch. 18 - Prob. 15PCh. 18 - Treating a solution of cis-1-decalone with base...Ch. 18 - Prob. 17PCh. 18 - Prob. 18PCh. 18 - Prob. 19PCh. 18 - Prob. 20PCh. 18 - Prob. 21PCh. 18 - Prob. 22PCh. 18 - Prob. 23PCh. 18 - The synthesis of cyclobutanecarboxylic acid given...Ch. 18 - Prob. 25PCh. 18 - Prob. 26PCh. 18 - Prob. 27PCh. 18 - Prob. 28PCh. 18 - Compound J, a compound with two four-membered...Ch. 18 - Prob. 30PCh. 18 - Prob. 31PCh. 18 - 18.32 Shown below is a synthesis of the elm bark...Ch. 18 - 18.33 (a) A compound U gives a negative iodoform...Ch. 18 - 18.34 Compound A has the molecular formula and...Ch. 18 - Prob. 35PCh. 18 - 1. -Carotene is a highly conjugated hydrocarbon...Ch. 18 - Dehydroabietic acid is a natural product isolated...Ch. 18 - Prob. 1QCh. 18 - Prob. 2QCh. 18 - Prob. 3QCh. 18 - Prob. 4QCh. 18 - Prob. 5Q
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
- Write the reagent or draw structures of the starting material or organic product(s) in the following reactions. If more than one product is formed, identify the major product where possible. (a) (b) HO OH OH H2SO4 ? Cl₂ ? FeCl3arrow_forwardDraw the structure of the following compounds which parent names have been traced to a common name; (a)5-methyl-4-nitroimidazole (b)2-chloro-4-methoxythiazole.arrow_forwardDraw the organic product formed when the followingcompounds undergo a substitution reaction: (a) acetic acid and1-hexanol; (b) propanoic acid and dimethylamine; (c) ethanoicacid and diethylamine.arrow_forward
- Draw compounds that contain the following: (a) A primary alcohol (c) A secondary thiol (c) An isopropyl group (b) A tertiary nitrile (d) A quaternary carbonarrow_forwardWrite the products of the following reactions:(a) CH3CH2CH (H3 )COOH + NaOH- ?(b) 2,2-Dimethylpentanoic acid + KOH-?arrow_forwardWhat is the chemical equation when nitrating mixture is added to the following:(a) Cyclohexane (b) Cyclohexene(c) Toluenearrow_forward
- Compounds that contain an N-H group associate by hydrogen bonding. (a) Do you expect this association to be stronger or weaker than that of compounds containing an O-H group? (b) Based on your answer to part (a), which would you predict to have the higher boiling point, 1-butanol or 1-butanamine?arrow_forward6) Which is the organic product for the following reaction? (a) (b) (c) (d) сон COOH ОН ОН COOH COOH KMnO4 H2Oarrow_forwardWhat products are formed when benzoic acid (C 6H 5COOH) is treated with each base: (a) NaOH; (b) Na 2CO 3; (c) NaHCO 3?arrow_forward
- Using the data in Appendix C, determine which of the following bases is strong enough to deprotonate acetonitrile (CH3CN), so that equilibrium favors the products: (a) NaH; (b) Na2CO3; (c) NaOH; (d) NaNH2; (e) NaHCO3.arrow_forward4. Give the organic products that might be obtained when butanol react with the following reagents; a) pyridinium chloro chromate b) hydrogen chloride c) sodium metal d) sulphuric acid and heat e) CH3CH2COOH in acidic solutionarrow_forwardWhich of the isomeric C4H₁0O alcohols can be prepared by hydrogenation of aldehydes? Which can be prepared by hydrogenation of ketones? Which cannot be prepared by hydrogenation of a carbonyl compound?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningOrganic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage LearningChemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
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