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Chapter 20: Q19P a. (page 1066)

Show how you would synthesize the following compounds from the appropriate carboxylic acids or acid derivatives.

(a)

(b)

(c)

Short Answer

Expert verified

(a)

Step by step solution

01

Carboxylic acids or acid derivatives

Carboxylic acids are the COOH- containing compounds, and acid derivatives are the compounds formed when the OH group of a carboxylic acid is replaced by Cl (acid chloride) or - NH2(amide).There are three types of acid derivatives: acid halides, esters, and amides.

02

Synthesis of phenylacetic acid

(a) Isopropyl alcohol is synthesized when phenylacetic acid is treated with LiAlH4 and further with H3O+. Another method is by treating phenylacetic acid with B2H6 and then with H3O+.


Synthesis of phenylacetic acid

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Most popular questions from this chapter

Dimethylamine(CH3) 2 NHhas a molecular weight of 45 and a boiling point of 7.40C. Trimethylamine, (CH3) 3N, has a higher molecular weight (59) but a lower boiling point(3.50C) . Explain this apparent discrepancy.

(a) Give the products expected when acetic formic anhydride reacts with

(i) aniline and

(ii) benzyl alcohol

(b) Propose mechanisms for these reactions.

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

(a)

(b)

(c)

(d)

(e)

(f)

Question: Predict the products (if any) of the following acid-base reactions.

  1. formic acid + ammonia
  2. terphthalic acid + excess NaOH
  3. p-toluic acid + sodium trifluoroacetate
  4. α-chloropropionic acid + sodium propionate
  5. benzoic acid + potassium phenoxide

Question: Draw all four resonance forms of the fragment at m/z 73 in the mass spectrum of pentanoic acid.
See all solutions

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