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Topic: Mechanism for a reaction  (Read 3441 times)

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Offline luvynva

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Mechanism for a reaction
« on: November 06, 2015, 08:22:17 AM »
What is mechanism for this reaction? ??? Please help me :P
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Offline sjb

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Re: Mechanism for a reaction
« Reply #1 on: November 06, 2015, 08:53:26 AM »
C1=CC=C2C=NC(=CC2=C1)Br  :rarrow:C1=CC=C2C=NC(=CC2=C1)N

What are your thoughts? Can you identify any electrophiles, nucleophiles, redox?
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Offline luvynva

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Re: Mechanism for a reaction
« Reply #2 on: November 06, 2015, 06:24:38 PM »
Quote from: sjb on November 06, 2015, 08:53:26 AM
C1=CC=C2C=NC(=CC2=C1)Br  :rarrow:C1=CC=C2C=NC(=CC2=C1)N

What are your thoughts? Can you identify any electrophiles, nucleophiles, redox?
I think NH2- attacks Br- because it is electrophile but that is not true. Why? ???
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Offline Dan

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Re: Mechanism for a reaction
« Reply #3 on: November 07, 2015, 04:13:27 AM »
I think the answer may become clearer with a little redrawing:
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Offline luvynva

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Re: Mechanism for a reaction
« Reply #4 on: November 07, 2015, 05:20:18 AM »
Quote from: Dan on November 07, 2015, 04:13:27 AM
I think the answer may become clearer with a little redrawing:
I don't understand. What do you mean?
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Offline Dan

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Re: Mechanism for a reaction
« Reply #5 on: November 07, 2015, 07:03:22 AM »
Quote from: luvynva on November 07, 2015, 05:20:18 AM
Quote from: Dan on November 07, 2015, 04:13:27 AM
I think the answer may become clearer with a little redrawing:
I don't understand. What do you mean?

If you redraw it the way I showed and look at the motif I have highlighted, you should see a resemblance to a certain family of carbonyl compounds.
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Offline luvynva

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Re: Mechanism for a reaction
« Reply #6 on: November 07, 2015, 06:01:46 PM »
Quote from: Dan on November 07, 2015, 04:13:27 AM
If you redraw it the way I showed and look at the motif I have highlighted, you should see a resemblance to a certain family of carbonyl compounds.
But i wonder that why NH2- doesn't attack directly Br-
« Last Edit: November 07, 2015, 06:38:39 PM by luvynva »
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Offline discodermolide

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Re: Mechanism for a reaction
« Reply #7 on: November 07, 2015, 10:02:47 PM »
NH2- does not attack the Br-. It attacks the carbon atom the Br is attached to.
« Last Edit: November 08, 2015, 01:01:53 AM by discodermolide »
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Offline luvynva

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Re: Mechanism for a reaction
« Reply #8 on: November 07, 2015, 11:10:49 PM »
Quote from: discodermolide on November 07, 2015, 10:02:47 PM
NH2- does not attack the Br-. It attacks the carbon atom the Br is attached to.
yep, i misspelled :P
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