Compound A and compound B both have molecular formula C 6 H 12 . Both compounds produce

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Compound A and compound B both have molecular formula C6H12. Both compounds produce epoxides when treated with MCPBA.

a. The epoxide resulting from compound A was treated with aqueous acid (H3O+) and the resulting diol had no chirality centers. Propose two possible structures for compound A.

b. The epoxide resulting from compound B was treated with H3O+ and the resulting diol was a meso compound. Draw the structure of compound B.

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Organic Chemistry

ISBN: 978-0470917800

1st edition

Authors: David R. Klein

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