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Chapter 20: Q19c (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

c)

Step by step solution

01

Synthesis of compounds

  1. The COOH group of a reactant is converted toCH2OH-when the reactant is treated with B2H6and further withH3O+.
02

Formation of compounds

Synthesis of alcoholic compounds

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Most popular questions from this chapter

Question: Convert the following infrared wavenumbers into wavelengths.

(a) 1600 cm-1, typical for an aromatic

(b) 3000 cm-1 , typical for a saturated C-H bond

(c) 1715 cm-1 , typical for a ketone carbonyl

(d) 1750cm-1 , typical for an ester carbonyl

(e)2200cm-1 , typical for a nitrile

(f) 3300cm-1 , typical for an alcohol O-H.

Show how you would accomplish the following syntheses. Some of these conversions may require more than one step.

(a) isopentyl alcohol isopentyl acetate (banana oil)

(b) 3-ethylpentanoic acid3-ethylpentanenitrile

(c) isobutylamineN-isobutylformamide

(d) ethyl acetate3-methylpentan-3-ol

(e) cyclohexylamineN-cyclohexylacetamide

(f) bromocyclohexanedicyclohexylmethano

(g)

(h)

Use the information in Table 4-2 to rank the following radicals in decreasing order of stability.

Question: Arrange each group of compounds in order of increasing basicity.

  1. CH3COO-,CICH2C00- , and PhO-
  2. sodium acetylide, sodium amide, and sodium acetate
  3. sodium benzoate, sodium ethoxide, and sodium phenoxide
  4. pyridine, sodium ethoxide, and sodium acetate

Question: Arrange each group of compounds in order of increasing acidity.

  1. phenol, ethanol, acetic acid
  2. p-toluenesulfonic acid, acetic acid, chloroacetic acid
  3. benzoic acid, o-nitrobenzoic acid, m-nitrobenzoic acid
  4. butyric acid, α-bromobutyric acid, β-bromobutyric acid
See all solutions

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