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If there was a reaction between organic compounds: OH + Cl --> O + HCl,

how would I determine which atoms is the nucleophile (O, Cl, or H)?

Here is a picture of the reaction:

img33.imageshack.us/img33/3923/29529709.jpg

From my understanding, a nucleophile is an electron donor. But I'm not really sure about this question.
Thanks.

2 answers

I believe the nucleophile is the alcohol (more specifically, the O of the alcohol). See here.
http://www.organic-chemistry.org/namedreactions/nucleophilic-substitution-sn1-sn2.shtm
Thank you! Especially for the source, it has helped my understanding for SN1 and SN2 mechanisms.