Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 24.10A, Problem 24.24P
Propose a mechanism for the coupling of acetic acid and aniline using DCC as a coupling agent.
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Propose a mechanism for the reaction of benzoic acid with acetyl chloride to giveacetic benzoic anhydride
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Chapter 24 Solutions
Organic Chemistry (9th Edition)
Ch. 24.2A - Draw three-dimensional representations of the...Ch. 24.2A - Prob. 24.2PCh. 24.2B - The herbicide glyphosate (Roundup) kills plants by...Ch. 24.4 - Draw the structure of the predominant form of a....Ch. 24.4 - Draw the resonance forms of a protonated guanidino...Ch. 24.4 - Although tryptophan contains a heterocyclic amine,...Ch. 24.4 - Prob. 24.7PCh. 24.4 - Prob. 24.8PCh. 24.5A - Show how the following amino acids might be formed...Ch. 24.5B - Prob. 24.10P
Ch. 24.5C - Prob. 24.11PCh. 24.5C - Show how you would use a Strecker synthesis to...Ch. 24.6 - Suggest how you would separate the free i-ammo...Ch. 24.7A - Propose a mechanism for the acid-catalyzed...Ch. 24.7A - Give equations for the formation and...Ch. 24.7B - Prob. 24.16PCh. 24.7C - Prob. 24.17PCh. 24.8B - Draw the complete structures of the following...Ch. 24.9C - Prob. 24.19PCh. 24.9C - Prob. 24.20PCh. 24.9C - Prob. 24.21PCh. 24.9E - Prob. 24.22PCh. 24.9E - Prob. 24.23PCh. 24.10A - Propose a mechanism for the coupling of acetic...Ch. 24.10B - Show how you would synthesize Leu-Gly-Ala-Val-Phe...Ch. 24.10B - Show how solid-phase peptide synthesis would be...Ch. 24 - a. The isoelectric point (pl) of phenylalanine is...Ch. 24 - Prob. 24.28SPCh. 24 - Prob. 24.29SPCh. 24 - Prob. 24.30SPCh. 24 - Prob. 24.31SPCh. 24 - Suggest a method for the synthesis of the...Ch. 24 - Prob. 24.33SPCh. 24 - Write the complete structures for the following...Ch. 24 - The following structure is drawn in an...Ch. 24 - Prob. 24.36SPCh. 24 - Prob. 24.37SPCh. 24 - Show the steps and intermediates in the synthesis...Ch. 24 - Prob. 24.39SPCh. 24 - Lipoic acid is often found near the active sites...Ch. 24 - Prob. 24.41SPCh. 24 - Prob. 24.42SPCh. 24 - Prob. 24.43SPCh. 24 - Complete hydrolysis of an unknown basic...Ch. 24 - Prob. 24.45SPCh. 24 - Prob. 24.46SPCh. 24 - Prob. 24.47SP
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- How do you account for the fact that N-phenylacetamide (acetanilide) is less reactive toward electrophilic aromatic substitution than is aniline? -NHCCH, -NH, N-Phenylacetamide (Acetanilide) Anilinearrow_forwardIllustrate the Separation of cyclohexanamine and cyclohexanol by an extraction procedure ?arrow_forwardPropose a mechanism on how N-ethylbenzamide could be prepared from benzoic acid and acetonitrile.arrow_forward
- Draw the mechanism for the acylation of N-ethyl phenothiazine using protonated acetic anhydride. Draw all reasonable structures for the sigma complex. Only show the acylation reaction on one side of phenothiazine.arrow_forwardProvide a selective synthesisarrow_forwardWhy do we react β-naphthol with ethyl iodide rather than react ethyl alcohol with 2-Iodo naphthalene? Draw out a putative mechanism for ethyl alcohol reactingwith 2- Iodo naphthalene and explain why this method wouldn’t work. in Synthesis of Nerolin experemintarrow_forward
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- Identify an alternative route to acetylsalicylic acid which does not utilize ethanoic anhydride and show the specific mechanism for the formation of product?arrow_forwardShow the reaction mechanisms in converting benzophenone to benzopinacol to benzopinacolone. Why must the mixture of benzophenone and isopropyl alcohol with acid be exposed to sunlight? Suppose that the flask is coated with sunscreen, would the reaction work?arrow_forwardDraw mechanisms for the acetylation of aniline, the bromination of acetanilide and the hydrolysis of 4-bromoacetanilide (REMEMBER: NBS generates bromine in solution) Reagents used: aniline, acetic acid, acetic anhydride to make acetanilide. Then acetanilide dissolved in acetic acid, NBS, aqHBr to make 4-bromoaxetanilinde. Then 4-bromoacetanilinde, EtOh, HCl and NaOH (to neutralise) to make 4-bromoaniline Please include drawings of the mechanisms as well as a written explanation as it helps me process exactly whats going on...arrow_forward
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