Methyl Sulfide vs. Methanol

Started by qw098
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qw098

zyzzbrah
10+ Year Member
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Hi:

Why is methyl sulfide considered a stronger nucleophile than methanol?

Thanks!
 
Hi:

Why is methyl sulfide considered a stronger nucleophile than methanol?

Thanks!

Nucleophilicity trends are opposite electronegativity trends. Oxygen is more electronegative than sulfur and thus less nucleophilic. (Basically, oxygen wants it's electrons more and is less likely to share.)