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Topic: Pyrrolidine and epoxides  (Read 4557 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?
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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?
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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 »
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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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