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Topic: E1 vs E2 in synthesis  (Read 1688 times)

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Offline j.k.11

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E1 vs E2 in synthesis
« on: August 09, 2016, 12:07:35 AM »
How do I pick which one to use if I only need the Zaitsev product in a synthesis?

I thought it was just E1 for everything but reactions that need inversion of configuration or use a primary substrate and then I saw this:

http://image.prntscr.com/image/781af1c0674e4ac280daab94eb729c0c.png (part B)

The answer my textbook gave me was to use concentrated H2SO4 followed by diluted H2SO4 (so E1 followed by acid catalyzed hydration) but why would we use E1 with a primary alcohol?

Offline phth

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Re: E1 vs E2 in synthesis
« Reply #1 on: August 11, 2016, 01:11:14 AM »
you could use lots of things for (a) and (b), but it sounds like the book chose those conditions to explain the chapter synopsis.  The difference between (a) and (b) not elimination mechanism if sulfuric acid is used in both cases.  There would be a double bond both products.  Albeit it is confusing because they are leaving things out.  The mixture generated will include all 4 of the products in (a) and (b) including other possibilities...

Offline NewmanProj

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Re: E1 vs E2 in synthesis
« Reply #2 on: August 18, 2016, 11:55:51 PM »
Do a review on hydride shifts.

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