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Topic: Help with this mechanism  (Read 4034 times)

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Offline vivekrai

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Help with this mechanism
« on: February 17, 2012, 12:05:52 PM »


Please suggest any mechanism or named reaction. Not able to proceed.
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Offline Arctic-Nation

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Re: Help with this mechanism
« Reply #1 on: February 17, 2012, 12:14:50 PM »
It's a rearrangement not named after a certain 19th century dinosaur hunter.

Offline vivekrai

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Re: Help with this mechanism
« Reply #2 on: February 17, 2012, 01:00:17 PM »
It's a rearrangement not named after a certain 19th century dinosaur hunter.

I don't know if there is some problem with your English or your brain. ::) But this doesn't seem to help me.
" हर विफल्तापर पर न तुम आँसू बहाओ हर सफलता का यही पहला चरण है | "
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Offline Arctic-Nation

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Re: Help with this mechanism
« Reply #3 on: February 17, 2012, 01:17:38 PM »
Au contraire, my little offensive friend. I've told you it's a rearrangement reaction (which in and of itself should've been enough to send you back to your text book), named after a well-known chemist who happens to share his last name with a well-known paleontologist (who happened to occasionally rearrange dinosaur skeletons, but that is beside the point).

And if you still can't figure it out, I'll happily provide you the answer.

Offline discodermolide

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Re: Help with this mechanism
« Reply #4 on: February 17, 2012, 02:58:48 PM »
It's a rearrangement not named after a certain 19th century dinosaur hunter.

I don't know if there is some problem with your English or your brain. ::) But this doesn't seem to help me.

There is no need to be insulting. But the rearrangement is really well known, but I must admit I didn't know about the dinosaurs!
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Offline orgopete

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Re: Help with this mechanism
« Reply #5 on: February 17, 2012, 03:24:15 PM »
Is there an error in how the structure has been drawn, my understanding of the stereochemistry, or the reason the poster couldn't predict the product?

I believe the paleontologist being referred to is Edward Drinker Cope and no, I didn't know this either. Since the clue of a rearrangement did not spring to a solution, I hope that the common surname will not go too far toward reaching a solution.
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Offline Honclbrif

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Re: Help with this mechanism
« Reply #6 on: February 17, 2012, 04:13:53 PM »
I must say that with the way the substrate is drawn, this transformation may be difficult to Cope with.
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Offline Arctic-Nation

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Re: Help with this mechanism
« Reply #7 on: February 17, 2012, 04:46:04 PM »
I must say that with the way the substrate is drawn, this transformation may be difficult to Cope with.

Oh ffs ;D

Offline vivekrai

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Re: Help with this mechanism
« Reply #8 on: February 18, 2012, 12:42:43 AM »
I think you're talking about Cope Rearrangement. And thanks for letting me know because, May be in our chemistry curriculum sigmatropic rearrangements are not included.

After all, I'm still in Senior High School . May be we'll do this in our Under-Grad Studies.

I do have the answer, could even now could not follow up the exact mechanism. Any links? or Help is appreciated.
" हर विफल्तापर पर न तुम आँसू बहाओ हर सफलता का यही पहला चरण है | "
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Offline vivekrai

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Re: Help with this mechanism
« Reply #9 on: February 18, 2012, 03:36:29 AM »
Also, The stereochemistry of the two H-'s that appear at the bride of the two rings is also troubling me.
" हर विफल्तापर पर न तुम आँसू बहाओ हर सफलता का यही पहला चरण है | "
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