Chapter 19: Q17P (page 1001)
Give the products expected from the following reactions:
(a) acetyl chloride + ethylamine
(b) benzoyl chloride +dimethylamine
(c) hexanoyl chloride + piperidine
Short Answer
(a)
(b)
(c)
Chapter 19: Q17P (page 1001)
Give the products expected from the following reactions:
(a) acetyl chloride + ethylamine
(b) benzoyl chloride +dimethylamine
(c) hexanoyl chloride + piperidine
(a)
(b)
(c)
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Get started for freeWe have considered nucleophilic aromatic substitution of pyridine at the 2-position and 3-position but not the at the 4-position. Complete the three possible cases by showing the mechanism for the reaction of methoxide ion with 4-chloropyridine. Show how the intermediate is stabilized by delocalization of the charge onto the nitrogen atom.
Question. Which of the amines listed next is resolved into enantiomers? In each case, explain why interconversion of the enantiomers does or does not take place.
The proton and 13C NMR spectra of a compound of formula C4H11N are shown here. Determine the structure of this amine, and give peak assignments for all of the protons in the structure.
Predict the products of the following reactions:
(a)
(b)
(c)
(d)
(e)
(f)
(g)
(h)
(i)
(j)
(k)
(l)
Show how the substituents containing the azo group () can facilitate both electrophilic and nucleophilic aromatic substitution.
A.Hafner and S.Brase, Angewandte Chemie Int. Ed., M.Heinrich et al., Journal of Organic Chemistry, 2012, 77, 1520. 2012, 51, 3713
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