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Chapter 20: Q18P b. (page 1065)

Show how to synthesize the following compounds, using appropriate carboxylic acids and amines.
(a)
(b)
(c)

Short Answer

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(b)

Step by step solution

Synthesis of acetanilide

(b) When aniline is treated with acetic acid , an acetate ion is formed along with a phenyl ammonium ion. Further, on heating, acetanilide is formed.

Reaction of acetanilide

Synthesis of acetanilide

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Most popular questions from this chapter

Show how you would accomplish the following multistep syntheses using the indicated starting material and any necessary reagents.

(a) hept-6-en-1-ol caprolactone

(b) methoxybenzenep-methoxybenzamide

(c)

(d)

Gallic acid Mescaline

Show how you would synthesize any of the standard amino acids from each starting material. You may use any necessary reagents.

Question:An unknown compound gives a molecular ion of m/z 70 in the mass spectrum. It reacts with semicarbazide hydrochloride to give a crystalline derivative, but it gives a negative Tollens test. The NMR and IR spectra follow. Propose a structure for this compound, and give peak assignments to account for the absorptions in the spectra. Explain why the signal at 1790 cm-1 in the IR spectrum appears at an unusual frequency.

Show how you would use extractions with a separatory funnel to separate a mixture of the following compounds: benzoic acid, phenol, benzyl alcohol, aniline.

Question: Name the following carboxylic acids (when possible, give both a common name and a systematic name).

(a)