Phosgene is highly toxic and was used as a chemical weapon in World War I. It is

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Phosgene is highly toxic and was used as a chemical weapon in World War I. It is also a synthetic precursor used in the production of many plastics.

'CI CI Phosgene


(a) When vapors of phosgene are inhaled, the compound rapidly reacts with any nucleophilic sites present (OH groups, NH2 groups, etc.), producing HCl gas. Draw a mechanism for this process.

(b) When phosgene is treated with ethylene glycol (HOCH2CH2OH), a compound with molecular formula C3H4O3 is obtained. Draw the structure of this product.

(c) Predict the product that is expected when phosgene is treated with excess phenylmagnesium bromide, followed by water.

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Organic Chemistry

ISBN: 978-0470917800

1st edition

Authors: David R. Klein

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