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Old Nov 18th 2011, 05:50 AM   #1
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Organic Mess

Here's the exact question:

If you treat ethanol with HBr or bromoethane with sodium ethoxide, NaOCH2CH3 you obtain the same compound. What is the compound and explain why the two different reactions give the same organic product. Hint: remember that organic reactions can be explained as Lewis Acid/Base reactions.

I gather from the hint that some protons are going to be shifted around, but that's about all I understand concerning this question.
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Old Nov 19th 2011, 03:47 AM   #2
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Umm... ever thought of it like that?

CH3CH2-OH + H-Br ?

See the:

B-OH + H-A ?

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lewis acid and base, organic, organic chemistry

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