Orgo Question

[cowboys82]

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Can someone please explain why benzyl chloride is considered a nucleophile?

 

[Moonie87]

Can you please mention in what context was that written. 🙂

 

[cowboys82]

sorry....here is the problem.
pretty much for one of the answer explanations for this problem said that benzyl chloride was a good nucleophile.

 

[DJPaulyDDS]

from what it looks like in step one to step two. is that the double bond is acting as a nucleophile and the chloride is a leaving group probably via sn2..and due to additional resonance the benzyl like structure is place on carbon 2... not sure if that was your question but it just looks like a reactant from the attached pdf

 

[Moonie87]

From looking at this reaction, benzyl chloride is being attacked by the double bond, displacing the Cl in what looks a typical sn2 reaction. The double bond is acting as the Nu in the reaction shown.

 

[aliciaworking]

Agreeing with Moonie87. Ben-Cl is Electrophile here.