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    c) chloroethane to 1-aminopropane

    According to my teacher there are 4 steps to this

    I'm guessing firstly i'll have to turn chloroethane into propane

    Can you do this by adding methane? C2H5Cl + CH4 ---> C3H8 + HCl ?

    Then amine preparation: C3H8 + NH3 ---> CH3CH2CH2NH2 + H2 ?
    But thats only 2 steps so I presume that's wrong

    Please help!

    Thanks
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    Chloroethane only has two carbons, you need to extent the chain to three I suggest the use of CN-

    The method of chain extension you've suggested, is...not very practical :p:
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    (Original post by Chemhistorian)
    c) chloroethane to 1-aminopropane

    According to my teacher there are 4 steps to this

    I'm guessing firstly i'll have to turn chloroethane into propane

    Can you do this by adding methane? C2H5Cl + CH4 ---> C3H8 + HCl ?

    Then amine preparation: C3H8 + NH3 ---> CH3CH2CH2NH2 + H2 ?
    But thats only 2 steps so I presume that's wrong

    Please help!

    Thanks
    Off topic, but have you considered York for chemistry?
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    (Original post by ?!master?!mini?!)
    Off topic, but have you considered York for chemistry?
    Yes, they're very dubious about doing a year in Canada + the grades are too high..why?
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    (Original post by EierVonSatan)
    Chloroethane only has two carbons, you need to extent the chain to three I suggest the use of CN-

    The method of chain extension you've suggested, is...not very practical :p:
    CN- being a nucleophile or a carbon with a nitrogen? If it's a nuclephole could you please suggest one?
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    (Original post by Chemhistorian)
    CN- being a nucleophile or a carbon with a nitrogen? If it's a nuclephole could you please suggest one?
    Both? :p: The cyanide ion can undergo a nucleophilic substitution reaction with chloroethane...
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    (Original post by Chemhistorian)
    Yes, they're very dubious about doing a year in Canada + the grades are too high..why?
    I was just wondering...

    CN- is a cyanide ion. It has one carbon atom and one nitrogen atom.
    It is a nucleophile. I think nucleophilic subsitution.
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    (Original post by EierVonSatan)
    Both? :p: The cyanide ion can undergo a nucleophilic substitution reaction with chloroethane...
    So would that be:

    CH3CH2Cl + CN- ---> CH3CH2CN + 1/2Cl2 ?

    Thanks
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    (Original post by Chemhistorian)
    So would that be:

    CH3CH2Cl + CN- ---> CH3CH2CN + 1/2Cl2 ?

    Thanks
    Not quite, you need to balance the charge (-1 on the left, 0 on the right as it is now)

    CH3CH2Cl + CN- ---> CH3CH2CN + Cl-

    or (with a counter ion)

    CH3CH2Cl + KCN ---> CH3CH2CN + KCl
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    (Original post by EierVonSatan)
    Not quite, you need to balance the charge (-1 on the left, 0 on the right as it is now)

    CH3CH2Cl + CN- ---> CH3CH2CN + Cl-

    or (with a counter ion)

    CH3CH2Cl + KCN ---> CH3CH2CN + KCl
    Ok Thanks Then can you just do simple hydrogenation to get:

    CH3CH2CN + H2 --> CH3CH2CNH2 ? But that doesnt fit with my teacher saying there are 4 steps...or she's wrong
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    (Original post by Chemhistorian)
    Ok Thanks Then can you just do simple hydrogenation to get:

    CH3CH2CN + H2 --> CH3CH2CNH2 ? But that doesnt fit with my teacher saying there are 4 steps...or she's wrong
    yeah (CH3CH2CH2NH2 though), reduction with either H2(g) and a metal catalyst or LiAlH4 would do the trick. It can certainly be done in 2 steps, but your teacher may have found a way to do it in 4 too

    Two steps is better :p:
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    (Original post by EierVonSatan)
    yeah (CH3CH2CH2NH2 though), reduction with either H2(g) and a metal catalyst or LiAlH4 would do the trick. It can certainly be done in 2 steps, but your teacher may have found a way to do it in 4 too

    Two steps is better :p:
    Thankyou
 
 
 
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