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Draw the product(s) obtained when benzoquinone is treated with excess butadiene. using wedges and dashes, indicate the stereoche
mistry.
1 answer:
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Answer:
Reagents: 1) 2)
,
Mechanism: Hydroboration
Explanation:
In this case, we have a <u>hydration of alkene</u>s reaction. But, in this example, we have an <u>anti-Markovnikov reaction</u>. In other words, the "OH" is added in the least substituted carbon. Therefore we have to choose an anti-Markovnikov reaction: <u>"hydroboration"</u>.
The <u>first step</u> of this reaction is the addition of borane () to the double bond. Then in the <u>second step</u>, we have the deprotonation of the hydrogen peroxide, to obtain the peroxide anion. In the <u>third step</u>, the peroxide anion attacks the molecule produced in the first step to produce a complex compound in which we have a bond "
". In <u>step number 4</u> we have the migration of the C-B bond to oxygen. Then in <u>step number 5</u>, we have the attack of
on the
to produce an alkoxide. Finally, the water molecule produce in step 2 will <u>protonate</u> the molecule to produce the alcohol.
See figure 1
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