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Topic: *delete me*!! Benzimidazole Mechanism  (Read 4620 times)

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l_ame

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*delete me*!! Benzimidazole Mechanism
« on: June 04, 2005, 01:09:25 PM »
Hi guys, can someone please scrutinse my mechanism please? I'm not sure if its correct.



Thanks!! Any ammendments are welcome!
« Last Edit: June 04, 2005, 05:57:26 PM by l_ame »

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Re:*delete me*!! Benzimidazole Mechanism
« Reply #1 on: June 05, 2005, 01:04:31 PM »
The steps look okay to me.  I would, however, suggest that you add "+H+" over some of your equilibrium arrows when you have a protonation step (like your equilibrium between structures 5 and 6) and a "-H+" when you lose a proton (like structures 4 and 5).  I also like to put a "-H2O" over the arrow whenever water is lost (like from structure 3 to 4).

Secondly, you have your second compound drawn in a funny way.  Is that a "+H2" above that bond?  I have never seen anything drawn like that before.  I always show the hydrogens bonded to the actual atom that they are bonded to.

Finally, you need to lose a proton from your product to complete the reaction to product, or at the very least show some counterion.  The reaction should be catalytic in H+ so if you count up all your "+H+" and "-H+" steps they should all cancel out.

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