When d-glucose is treated with an aqueous bromine solution (buffered to a pH of 6), an aldonic

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When d-glucose is treated with an aqueous bromine solution (buffered to a pH of 6), an aldonic acid is formed called d-gluconic acid. Treatment of d-gluconic acid with an acid catalyst produces a lactone (cyclic ester) with a six-membered ring.

(a) Draw the structure of d-gluconic acid.

(b) Draw the structure of the lactone formed from d-gluconic acid, showing the configuration at each chirality center.

(d) Explain how you would distinguish between the d-gluconic acid and the lactone using IR spectroscopy.

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Organic Chemistry

ISBN: 978-0470917800

1st edition

Authors: David R. Klein

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Question Posted: May 23, 2018 08:01 AM

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When d-glucose is treated with an aqueous bromine solution (buffered to a pH of 6), an aldonic

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a b c Yes The compound has chirality centers and it is not a mes...View the full answer

Organic Chemistry

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