Compound A has molecular formula C5H12, and monobromination of compound A produces only compound B. When compound

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Compound A has molecular formula C5H12, and monobromination of compound A produces only compound B. When compound B is treated with a strong base, a mixture is obtained containing compound C and compound D. Using this information, answer the following questions:

(a) Draw the structure of compound A.

(b) Draw the structure of compound B.

(c) Draw the structures of compounds C and D.

(d) When compound B is treated with potassium tert-butoxide, which product predominates: C or D? Explain your choice.

(e) When compound B is treated with sodium ethoxide, which product predominates: C or D? Explain your choice.

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Organic Chemistry

ISBN: 978-0470917800

1st edition

Authors: David R. Klein

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