Chapter 18: Q20. (page 945)
Propose a mechanism for the hydrolysis of benzaldehyde methyl imine just shown.
Short Answer
The mechanism for hydrolysis is shown below.
Chapter 18: Q20. (page 945)
Propose a mechanism for the hydrolysis of benzaldehyde methyl imine just shown.
The mechanism for hydrolysis is shown below.
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Get started for freeShow how you would accomplish the following synthetic conversions efficiently and in good yield. You may use any necessary additional reagents and solvents.
a.
b.
c.
d.
e.
f.
g.
h.
In the absence of water, o-phthalaldehyde has the structure shown. Its strongest IR absorption is at 1687 cm-1;the proton NMR data are shown by the structure. In the presence of water, a new compound is formed that has a strong IR absorption around 3400 cm-1and no absorption in the C=0 region. Propose a structure of X consistent with this information and suggest how X was formed.
Two structures for the sugar glucose are shown on page 950. Interconversion of the open-chain and cyclic hemiacetal forms is catalyzed by either acid or base.
(a) Propose a mechanism for the cyclization, assuming a trace of acid is present.
(b) The cyclic hemiacetal is more stable than the open-chain form, so very little of the open-chain form is present at equilibrium. Will an aqueous solution of glucose reduce Tollens reagent and give a positive Tollens test? Explain.
Depending on the reaction conditions, two different imines of formula might be formed by the reaction of benzaldehyde with methylamine. Explain, and give the structures of two imines.
Question: Predict the major products of the following reactions.
a.
b.
c.
d.,
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