Organic Chemistry
7th Edition
ISBN: 9780321826596
Author: Bruice, Paula Yurkanis/
Publisher: Pearson College Div
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Question
Chapter 19.23, Problem 40P
Interpretation Introduction
Interpretation:
The explanation for the formation of nitrosamine from secondary
Concept Introduction:
An electrophilic substitution reaction between highly activated
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Explain why a secondary amine forms a nitrosamine rather than a diazonium ion when it reacts with anitrosonium ion.
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Rationalize the electronic effects responsible for the basicity of amines
Chapter 19 Solutions
Organic Chemistry
Ch. 19.1 - Draw the structure for each of the following: a....Ch. 19.2 - PROBLEM 2
If electrophilic addition to benzene is...Ch. 19.4 - Why does hydration inactivate FeBr3?Ch. 19.6 - Prob. 5PCh. 19.7 - Prob. 6PCh. 19.8 - What is the major product of a Friedel-Crafts...Ch. 19.10 - Describe two ways to prepare each of the following...Ch. 19.12 - Prob. 9PCh. 19.13 - Name the following:Ch. 19.13 - Prob. 12P
Ch. 19.13 - Prob. 13PCh. 19.13 - Prob. 14PCh. 19.14 - Prob. 15PCh. 19.14 - List the compounds in each set from most reactive...Ch. 19.15 - Prob. 18PCh. 19.15 - What product(s) result from nitration of each of...Ch. 19.15 - Prob. 20PCh. 19.16 - Which acid in each of the following pairs is...Ch. 19.16 - Prob. 23PCh. 19.16 - Prob. 24PCh. 19.18 - Show how the following compounds can be...Ch. 19.18 - Give the products, if any, of each of the...Ch. 19.19 - a. Does a coupling reaction have to be used to...Ch. 19.19 - PROBLEM 28
Show how each of the following...Ch. 19.20 - What is the major product(s) of each of the...Ch. 19.20 - Prob. 30PCh. 19.21 - Why isn't FeBr3 used as a catalyst in the first...Ch. 19.21 - Prob. 33PCh. 19.21 - Write the sequence of steps required for the...Ch. 19.21 - Prob. 35PCh. 19.22 - What product is formed from reaction of...Ch. 19.22 - Prob. 37PCh. 19.22 - Draw the structure of the activated ring and the...Ch. 19.23 - Prob. 39PCh. 19.23 - Prob. 40PCh. 19.23 - Diazomethane can be used to convert a carboxylic...Ch. 19.24 - Prob. 42PCh. 19.24 - Prob. 43PCh. 19.24 - Prob. 44PCh. 19.25 - Prob. 45PCh. 19 - Draw the structure for each of the following: a....Ch. 19 - Prob. 47PCh. 19 - Prob. 48PCh. 19 - Prob. 49PCh. 19 - For each of the statements in Column I, choose a...Ch. 19 - What product is obtained from the reaction of...Ch. 19 - Draw the product(s) of each of the following...Ch. 19 - Rank the following substituted anilines from most...Ch. 19 - Prob. 54PCh. 19 - The compound with the 1H NMR spectrum shown below...Ch. 19 - Prob. 56PCh. 19 - Show how the following compounds can be...Ch. 19 - Prob. 58PCh. 19 - Rank each group of compounds from most reactive to...Ch. 19 - Prob. 60PCh. 19 - Describe two ways to prepare anisole from benzene.Ch. 19 - For each of the following components, indicate the...Ch. 19 - Prob. 63PCh. 19 - Prob. 64PCh. 19 - Prob. 65PCh. 19 - Prob. 66PCh. 19 - An aromatic hydrocarbon with a molecular formula...Ch. 19 - The following tertiary alkyl bromides undergo an...Ch. 19 - Show how the following compounds can be...Ch. 19 - Use the four compounds shown below to answer the...Ch. 19 - a. Rank the following esters from most reactive to...Ch. 19 - A mixture of 0.10 mol benzene and 0.10 mol...Ch. 19 - Prob. 73PCh. 19 - Benzene underwent a Friedel-Crafts acylation...Ch. 19 - Prob. 75PCh. 19 - Prob. 76PCh. 19 - Prob. 77PCh. 19 - Friedel-Crafts alkylations can be carried out with...Ch. 19 - Show how the following compounds can be prepared...Ch. 19 - Prob. 80PCh. 19 - Prob. 81PCh. 19 - a. Describe four ways the following reaction can...Ch. 19 - Propose a mechanism for each of the following...Ch. 19 - Prob. 84PCh. 19 - Describe how naphthalene can he prepared from the...Ch. 19 - Prob. 86PCh. 19 - Using resonance contributors for the carbocation...Ch. 19 - Prob. 88PCh. 19 - When heated with chromic acid, compound A forms...Ch. 19 - Prob. 90PCh. 19 - Prob. 91PCh. 19 - What reagents are required to carry out the...Ch. 19 - Show how the following compounds can be prepared...Ch. 19 - An unknown compound reacts with ethyl chloride and...Ch. 19 - How can you distinguish the following compounds...Ch. 19 - P-Fluoronitrobenzene is more reactive toward...Ch. 19 - a. Explain why the following reaction leads to the...Ch. 19 - Describe how mescaline can be synthesized from...Ch. 19 - Propose a mechanism for the following reaction...Ch. 19 - Explain why hydroxide ion catalyzes the reaction...Ch. 19 - Propose a mechanism for each of the following...Ch. 19 - Prob. 102PCh. 19 - Prob. 103PCh. 19 - Describe how 3-methyl-1-phenyl-3-pentanol can he...Ch. 19 - a. How can aspirin be synthesized from benzene? b....Ch. 19 - Prob. 106PCh. 19 - Show how Novocain, a painkiller used frequently by...Ch. 19 - Prob. 108PCh. 19 - Saccharin, an artificial sweetener, is about 300...
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- Aliphatic amines are more basic than ammonia, whereas aromatic amines are less basic than ammonia. Is that true or false?arrow_forwardWhy is it that benzenesulfonamides of primary amines are more soluble in aqueous alkali than the corresponding benzamides?arrow_forwardExplain the following giving a reason in each case Why is an alkylamine more basic than ammonia? Why do primary amines have higher boiling points than the tertiary amines?arrow_forward
- What is the effect of acid on the solubility of amines that are water-insoluble based on aniline and N, N-dimethylaniline?arrow_forwardAccount for the experimental behavior of each class of amines (primary,secondary and tertiary) based on their relative reactivities with benzenesulfonyl chloride.arrow_forwardPredict the NMR spectra of Acetanilide, p-acetamidobenzene sulphonamide and p-aminobenzene sulphonamidearrow_forward
- Give reasons for the following:(i) Aniline does not undergo Friedal-Crafts reaction.(ii) (CH3)2 NH is more basic than (CH3)3 N in an aqueous solution.(iii) Primary amines have higher boiling point than tertiary amines.arrow_forwardThe hydrolysis of an amide in acidic conditions forms A. a carboxylate salt and an alcohol B. a carboxylate salt and an amine C. an alcohol and an amine salt (an ammonium ion) D. a carboxylic acid and an amine salt (an ammonium ion)arrow_forwardFor the identification tests of amines and amides. What would be the positive result of: - Hinsberg - Quinhydrone - Ramini - Alkaline hydrolysis - Acid hydrolysis - Nitrous acid testarrow_forward
- Compare the reactivity of the primary amine to secondary amines towards the synthesis of amides. synthesis of N,N-Diethyl-meta-toluamidearrow_forwardFor the identification tests of amines and amides. What would be the Test for amine/Amide for: - Hinsberg - Quinhydrone - Ramini - Alkaline Hydrolysis - Acid Hydrolysis - Nitrous acid testarrow_forwardgive the results of the following compounds after reaction with nitrous acid test a. primary aliphatic amine b. secondary aliphatic amine c. tertiary aliphatic amine d. primary aromatic aminearrow_forward
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