Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 23.9, Problem 9P
Interpretation Introduction
Interpretation:
The chemical equations expressing each of the given reactions are to be written.
Concept Introduction:
The reactivity of acid anhydrides is less than that of acyl halides.
The esterification of phenolic oxygen results in the formation of an ester via
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Problem 20.5
Draw the structure corresponding to each name.
a. 5-methylheptanoyl chloride
b. isopropyl propanoate
c. acetic formic anhydride
Give detailed Solution with explanation needed..don't give
Handwritten answer..explain also How to draw structures
d. N-isobutyl-N-methylbutanamide
e. sec-butyl 2-methylhexanoate
f. N-ethylhexanamide
20.39 Draw the product formed when phenylacetic acid (C6 H5CH2COOH) is treated with each reagent. With some
reagents, no reaction occurs.
а. NaHCOз
Main content
b. NaOH
c. SOCI2
MeO
22.55 One potential synthesis of the anti-inflammatory and analgesic drug nabumetone
is chloromethylation (Problem 22.48) of 2-methoxynaphthalene followed by an
acetoacetic ester synthesis (Section 19.6).
5
3
6
CH₂O
CI
acetoacetic
ester
synthesis
HC
7
MeO
MeO
1
8
2-Methoxynaphthalene
Nabumetone
(a) Account for the regioselectivity of chloromethylation at carbon 6 rather than at
carbon 5 or 7.
(b) Show steps in the acetoacetic ester synthesis by which the synthesis of nabum-
etone is completed.
Chapter 23 Solutions
Organic Chemistry - Standalone book
Ch. 23.1 - Prob. 1PCh. 23.3 - Problem 23.2 One of the hydroxybenzoic acids is...Ch. 23.4 - Prob. 3PCh. 23.5 - Prob. 4PCh. 23.6 - Problem 23.5 The compound shown was required for...Ch. 23.8 - Prob. 6PCh. 23.8 - Prob. 7PCh. 23.9 - Prob. 8PCh. 23.9 - Prob. 9PCh. 23.10 - Prob. 10P
Ch. 23.12 - Prob. 11PCh. 23 - The IUPAC rules permit the use of common names for...Ch. 23 - Prob. 13PCh. 23 - Prob. 14PCh. 23 - Prob. 15PCh. 23 - Prob. 16PCh. 23 - Prob. 17PCh. 23 - Prob. 18PCh. 23 - Prob. 19PCh. 23 - Prob. 20PCh. 23 - Prob. 21PCh. 23 - Prob. 22PCh. 23 - Prob. 23PCh. 23 - Prob. 24PCh. 23 - Prob. 25PCh. 23 - Prob. 26PCh. 23 - Choose the reaction in each of the following pairs...Ch. 23 - Pentafluorophenol is readily prepared by heating...Ch. 23 - Prob. 29PCh. 23 - Treatment of p-hydroxybenzoic acid with aqueous...Ch. 23 - Prob. 31PCh. 23 - Prob. 32PCh. 23 - Treatment of 2,4,6-tri-tert-butylphenol with...Ch. 23 - Prob. 34PCh. 23 - Prob. 35PCh. 23 - Prob. 36DSPCh. 23 - Prob. 37DSPCh. 23 - Prob. 38DSPCh. 23 - Prob. 39DSP
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
- Devise a synthesis of benzocaine, ethyl p-aminobenzoate(H2NC6H4CO2CH2CH3), from benzene, organic alcohols, and any neededorganic or inorganic reagents. Benzocaine is the active ingredient in thetopical anesthetic Orajelarrow_forwardEto 22.4 Propose a synthesis of the compound shown below using the malonic ester synthesis. OEt CO₂H am first find the a-carbon, then figure out the alkyl halidesarrow_forward18.20 Write a stepwise mechanism for each of the following reactions. (a) O CH OR DI O HOS OHIS NaOH, H₂O -NaOH, H₂O ARTH ans posms mus O Plz solve all parts within 30-40 I 11 upvote your answer D CH3 (b) H NaOD D₂O H CH3 ben a marrow_forward
- Methylparaben is a common preservative used in cosmetics. What carboxylic acid and alcohol are needed to synthesize methylparaben by Fischer esterifi cation?arrow_forwardCarboxylic acid X is an intermediate in the multistep synthesis ofproparacaine, a local anesthetic. Devise a synthesis of X from phenoland any needed organic or inorganic reagents.arrow_forwardProblem 19 of 44 Draw the two different major organic products of this reaction. Ignore inorganic byproducts. TSOH, H₂O Draw Carbonyl Product + Draw Alcohol Product Submitarrow_forward
- 18.2 Which of the following nitrile groups is activated toward nucleophilic attack? N. NH 18.1 Draw the mechanism for the reaction below under (a) neutral conditions and (b) basic conditions. Under which conditions do you think the hydration reaction will proceed faster? Why? HO OH + H20 Cyclohexanone Cyclohexanone hydratearrow_forwardSalsolinol is a naturally occurring compound found in bananas,chocolate, and several foods derived from plant sources. Salsolinol isalso formed in the body when acetaldehyde, an oxidation product of theethanol ingested in an alcoholic beverage, reacts with dopamine, aneurotransmitter. Draw a stepwise mechanism for the formation ofsalsolinol in the following reaction.arrow_forward21.3 Provide the reagents. -ОН CIarrow_forward
- With the Aid of relevant equation describe four methods that can be used to prepare carbonyl compound.arrow_forward28:-Explain how can prepare the amine from alcohol as follow with :- a-Lower carbon number b- Higher carbon number C- Same carbon numberarrow_forwardWhat Grignard reagent and carbonyl compound can be used to prepare theantidepressant venlafaxine (trade name Effexor)?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you