Chapter 18: Q44P (page 968)
Sketch the expected proton NMR spectra of 3,3- dimethylbutanal.
Short Answer
Nmr spectra graph
Chapter 18: Q44P (page 968)
Sketch the expected proton NMR spectra of 3,3- dimethylbutanal.
Nmr spectra graph
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Get started for freeTwo structures of the sugar fructose are shown next. The cyclic structure predominates in aqueous solution.
(a). Number the carbon atoms in the cyclic structure. What is the fuctional group at C2 in the cyclic form?
(b). Propose a mechanism for the cyclization, assuming a trace of acid is present.
Fructose fructose
(cyclic form)
One of these reacts with dilute aqueous acid and the other does not. Give a mechanism for the one that reacts and show why this mechanism does not work for the other one.
Show how you would accomplish the following synthetic conversions. You may use any additional reagents and solvents you need.
Predict the products formed when cyclopentanecarbaldehyde reacts with the following reagents.
(a) PhMgBr, then H3O+
(b) Tollens reagent
(c) semicarbazide and weak acid
(d) excess ethanol and acid
(e) propane-1-3-diol, H+
(f) zinc amalgam and dilute hydrochloric acid
In the mechanism for acetal hydrolysis shown, the ring oxygen atom was protonated first, the ring was cleaved, and then the methoxy group was lost. The mechanism could also be written to show the methoxy oxygen protonating and cleaving first, followed by ring cleavage. Draw the alternative mechanism.
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