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Addition Reactiom

reaction meachanism addition

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#1 koolman

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Posted 24 May 2016 - 03:07 AM

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

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#2 exchemist

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Posted 24 May 2016 - 04:42 AM

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? 



#3 sanctus

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Posted 26 May 2016 - 06:18 AM

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



#4 exchemist

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Posted 27 May 2016 - 01:42 AM

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.



#5 HydrogenBond

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Posted 13 January 2017 - 06:36 AM

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

The fluoride ion connected to the silver fluoride, replaces the bromide ion, on the methyl group in the far left.