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    Bugbear in the Playground
     
    HalflingPirate

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    Default Would an Sn2 reaction work with H2NROR and MeI?

    I was thinking.... H2MeN+ROR and I- as a result of such a reaction?

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    Troll in the Playground
     
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    Default Re: Would an Sn2 reaction work with H2NROR and MeI?

    Is this a serious chemistry question, or some sort of He-Man joke?
    The Hindsight Awards, results: See the best movies of 1999!

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    Bugbear in the Playground
     
    HalflingPirate

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    Default Re: Would an Sn2 reaction work with H2NROR and MeI?

    Serious question. :P

    I never watched He Man, so I wouldn't know the references.

    H2N bonded to Any Ether

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    Pixie in the Playground
     
    ClericGuy

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    Default Re: Would an Sn2 reaction work with H2NROR and MeI?

    Yes that is correct It would go with SN2 mechanism

    Going more in deep, a reaction like

    CH3O(CH2)nNH2 + MeI

    Would work better with big n, so there is more distance between the nitrogen and the oxygen and the ammine is a better nucleophile. Also a polar solvent would help the reaction.
    Last edited by Ciffo; 2018-12-10 at 10:10 AM.

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    Default Re: Would an Sn2 reaction work with H2NROR and MeI?

    Yes, but you should note that it would occur up three times.

    First one would: Me-HNROR + HI
    second one: Me2-NROR + HI
    third one: Me3-N+ROR I- (Quaternary salt)

    reaction conditions (time and solvent) could select one.
    need a basic medium, or else you do a Ether Cleavage in parallel

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