The mandibular glands of queen bees secrete a fluid that contains a remarkable compound known as queen

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The mandibular glands of queen bees secrete a fluid that contains a remarkable compound known as "queen substance." When even an exceedingly small amount of the queen substance is transferred to worker bees, it inhibits the development of their ovaries and prevents the workers from bearing new queens. Queen substance, a monocarboxylic acid with the molecular formula C10H16O3, has been synthesized by the following route:
The mandibular glands of queen bees secrete a fluid that

On catalytic hydrogenation, queen substance yields compound D, which, on treatment with iodine in sodium hydroxide and subsequent acidification, yields a dicarboxylic acid E; that is,

The mandibular glands of queen bees secrete a fluid that

Provide structures for the queen substance and compounds A-E.

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Organic Chemistry

ISBN: 978-1118133576

11th edition

Authors: Graham Solomons, Craig Fryhle, Scott Snyder

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