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Posted

why the product I formed is not formed and how the correct product is formed.

My organic chemistry is very rusty but what I am sure about is that Ag+ will not form an organometallic covalent bond here. So that is wrong, almost for sure.  Br- is a potential leaving group so if you have an SN1 process it might leave, creating a carbonium ion CH2⁺-CH=C [etc] which would be a resonance hybrid with CH2=CH-C⁺ [etc]. So if that were the mechanism you might well get some F attaching to C3 and well as C1. I suspect though that your teacher is telling you this is not SN1 but SN2, i.e.  the fluoride pushes the bromide off. Does that seem like a plausible explanation? 

Posted

Lol exchemist, that is what you call "rusty" knowledge :) !!

Well I'm using the right terms, but I may be speaking ex ano. In fact I'd like to know, from the OP, what the "official" explanation of the right answer is. be.

  • 7 months later...

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