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Topic: Pyrrolidine and epoxides  (Read 4441 times)

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Offline treadlightly

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Pyrrolidine and epoxides
« on: October 08, 2013, 10:40:54 PM »
Hey ChemicalForums!
What happens if you react pyrrolidine (http://upload.wikimedia.org/wikipedia/commons/e/e3/Pyrrolidine.png) with 1,2-epoxypropane (http://ts2.mm.bing.net/th?id=H.4781291926848709&pid=1.7)?
My class hasn't covered the chapter on amines yet, so I'm really lost on this one. If you wouldn't mind, could you please provide the answer along with an explanation?

Offline spirochete

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Re: Pyrrolidine and epoxides
« Reply #1 on: October 08, 2013, 11:01:38 PM »
Amines are nucleophiles. Does that help?

Offline treadlightly

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Re: Pyrrolidine and epoxides
« Reply #2 on: October 08, 2013, 11:25:29 PM »
It sure does help :) I was wondering about that too. So let's see... the epoxide would ring-split and O would bond with H.
So I got something like this:



Is this right?


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« Last Edit: October 09, 2013, 03:00:38 AM by Dan »

Offline Archer

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Re: Pyrrolidine and epoxides
« Reply #3 on: October 09, 2013, 02:14:46 AM »
Why do you think the attack on the epoxide would be on the carbon you have drawn?
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