Can this undergo SN2?

[rippinitez]

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See attached image.

 

[UndergradGuy7]

See attached image.

I wanna say yes because CN- is a strong nucleophile and the solvent is aprotic. The only thing is its a secondary carbon, so Sn1 would be somewhat better, but I think the nucleophile and solvent make up for that.

 

[shareshab]

I is not a good leaving group ,

 

[RSD2014]

I is not a good leaving group ,

Are you sure?

 

[UndergradGuy7]

I is not a good leaving group ,

I believe it is...

 

[loveoforganic]

Methyl iodide is one of the best SN2 substrates period... so yeah, I- is a great leaving group. Giant ass halogen, why wouldn't it be?

Edit: I'd definitely expect some SN2 here.

 

[RSD2014]

I wanna say yes because CN- is a strong nucleophile and the solvent is aprotic. The only thing is its a secondary carbon, so Sn1 would be somewhat better, but I think the nucleophile and solvent make up for that.

Do you think there will be SN1 & SN2 products with more SN1 product?

 

[Maygyver]

I is not a good leaving group ,

I- is a VERY GOOD leaving group. Remember, when the I- leaves, it is pretty stable due to its large size. Therefore, I would say this has a pretty good chance of SN2.

 

[system7]

I- is a VERY GOOD leaving group. Remember, when the I- leaves, it is pretty stable due to its large size. Therefore, I would say this has a pretty good chance of SN2.

This

I is the best leaving group out of the halogens, even better than Br.

 

[Innulja]

Do you think there will be SN1 & SN2 products with more SN1 product?

There is almost always a variation of different products, but in this specific reaction you would expect the main product to be Sn2.