Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 17, Problem 22P
Interpretation Introduction
Interpretation:
The products formed when acetic anhydride reacts with the given compounds are to be identified.
Concept introduction:
Carboxylic anhydrides are acidic anhydrides where the water molecules in carboxylic acids are removed. These anhydrides have the same boiling point when compared to esters and acyl chlorides of the same molecular weight.
Acetic anhydride, as one of the carboxylic anhydrides, produces various compounds when it reacts with different types of organic and inorganic compounds.
When acetic anhydride is reacted with an excess of ammonia, acetamide and ammonium acetate are formed.
When acetic anhydride reacts with water, it gets hydrated and acetic acid is formed.
When acetic anhydride reacts with propyl alcohol, it generates propyl acetate and acetic acid.
Acetic anhydride reacts with benzene and aluminum chloride to produce acetophenone and acetic acid.
When acetic anhydride reacts with an excess of ethylamine, it forms N-ethyl acetamide and a stabilized compound of amide.
Acetic anhydride with an alcohol compound in the presence of pyridine gives ester and a
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Draw the main organic product formed in each of the following reactions:
i
NaOH
(a)
(b)
O
+ H₂O
OCH 3
OCH 3
+ NH3
+ CH3CH₂OH
OCH3
HCI
attach to this assignment.
What is the major product of the reaction below?
(A)
O A
O
O
O
U
OH
(B)
1) excess LiAlH4
2) H₂O
HO
(C)
?
OH
е он
(D)
(c) Reaction of acetanilide with bromine
Br:
CH3
(d) Hydrolysis of 4-bromo-2-chloroacetanilide with HCl and ethanol
HCI
CH,CH,OH
Chapter 17 Solutions
Organic Chemistry
Ch. 17 - Practice Problem 17.1 Give an IUPAC systematic...Ch. 17 - Prob. 2PPCh. 17 - Practice Problem 17.3 Write structural formulas...Ch. 17 - Practice Problem 17.4
Show how each of the...Ch. 17 - Practice Problem 17.5
Show how you could prepare...Ch. 17 - Practice Problem 17.6
(a) Which of the carboxylic...Ch. 17 - Prob. 7PPCh. 17 - Prob. 8PPCh. 17 - Practice Problem 17.9
Esters can also be...Ch. 17 - Prob. 10PP
Ch. 17 - Prob. 11PPCh. 17 - Practice Problem 17.12
What products would you...Ch. 17 - Practice Problem 17.13 (a) Provide the reagents...Ch. 17 - Prob. 14PPCh. 17 - Practice Problem 17.15 Using decarboxylation...Ch. 17 - Practice Problem 17.16 Diacyl peroxides, ,...Ch. 17 - Prob. 17PCh. 17 - Give an IUPAC systematic or common name for each...Ch. 17 - Prob. 19PCh. 17 - Prob. 20PCh. 17 - 17.21 What major organic product would you expect...Ch. 17 - Prob. 22PCh. 17 - Prob. 23PCh. 17 - Prob. 24PCh. 17 - Prob. 25PCh. 17 - 17.26 What products would you expect to obtain...Ch. 17 - Write structural formulas for the major organic...Ch. 17 - 17.28 Indicate reagents that would accomplish each...Ch. 17 - Write structural formulas for the major organic...Ch. 17 - Prob. 30PCh. 17 - Prob. 31PCh. 17 - Prob. 32PCh. 17 - 17.33 On heating,...Ch. 17 - Prob. 34PCh. 17 - Prob. 35PCh. 17 - 17.36 Show how pentanoic acid can be prepared from...Ch. 17 - 17.37 The active ingredient of the insect...Ch. 17 - Prob. 38PCh. 17 - Prob. 39PCh. 17 - Give stereochemical formulas for compounds AQ:...Ch. 17 - 17.41 -Glyceraldehyde can be transformed into...Ch. 17 - Prob. 42PCh. 17 - Prob. 43PCh. 17 - 17.44 Given here are the NMR spectra and carbonyl...Ch. 17 - 17.45 Compound Y dissolves slowly when warmed...Ch. 17 - Prob. 46PCh. 17 - Prob. 47PCh. 17 - Prob. 48PCh. 17 - Prob. 49PCh. 17 - Prob. 50PCh. 17 - Prob. 51PCh. 17 - 17.52 Starting with 1-naphthol, suggest an...Ch. 17 - Suggest a synthesis of ibuprofen (Section 5.11)...Ch. 17 - Prob. 54PCh. 17 - Prob. 55PCh. 17 - Prob. 1LGPCh. 17 - Prob. 2LGPCh. 17 - Prob. 3LGPCh. 17 - Prob. 4LGP
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