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Topic: Nucleophiles ....Moved from general chem board  (Read 3674 times)

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bubblyporcupine

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Nucleophiles ....Moved from general chem board
« on: November 04, 2005, 09:59:37 AM »
Water makes a fairly poor nucleophile.
but why?

is it because of it's size? or are there other factors as well?
does polarity come in to play here aswell?

any input guys would be fabulous!  
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bubblyporcupine

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Re:Nucleophiles ....Moved from general chem board
« Reply #1 on: November 04, 2005, 10:08:26 AM »
I just thought - since they're nucleophiles - they deserve to be on the organic chem board. lol
sorry if I'm stepping on anyone's toes...
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Re:Nucleophiles ....Moved from general chem board
« Reply #2 on: November 06, 2005, 12:40:59 PM »
Generally, fully charged molecules will be better nucleophiles that uncharged molecules like water.  You also have to contend with the energetics of placing a positive charge on an electronegative atom following the attack.
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