[sector9tahiti]

1)  what series of synthetic steps could be used to carry out the transformation of 1-butene to pentionitrile? (CH₃CH₂CH₂CH₂CN)


2) What series of synthetic steps could be used to carry out the transformation of cyclohexane to 1-methyl-cyclohex-1-ene

[macman104]

Do you have any thoughts?

1)  What kind of methods do you know for creating a CN?  Can you propose a starting structure (anything you want) that you can make the product from with one step (so, this will end up being the last step in your steps)?
2)  What kind of methods do you know for creating a C=C bond?  Same question as above also, one step from any starting material to your final product.

[sector9tahiti]

yeah i have no idea how to get a CN in there i looked all over my book and i couldnt find it.. but i thought you might use H₂ to get rid of the double bond.

2) i thought of using Br₂, hv to remove two H and make a double bond but then i didnt know how to get in the methyl

[macman104]

yeah i have no idea how to get a CN in there i looked all over my book and i couldnt find it.. but i thought you might use H₂ to get rid of the double bond.

http://www.chemguide.co.uk/organicprops/nitriles/preparation.html

2) i thought of using Br₂, hv to remove two H and make a double bond but then i didnt know how to get in the methyl

Hmm, interesting, so now you would have a molecule with a bromine, and you would also need to add the methyl, that might not be easy.  Do you know any other ways to form a double bond, what other functional groups can be converted into leaving groups and dehydrate (*wink wink*)?