4-(dimethylamine)butanal synthesis

>>8564159
Dunno m8, but Dimethyloamine would be pretty weak nucleophile and so strong electrophile would be needed. Sadly for you 4-Iodinebutanal is also pretty weak electrophile, its transition state would be horribly unstable. So from looking at it, SN2 is not likely since your nucleophile is weak and SN1 is unlikely since 4-Iodinebutanal is primary and so cannot form stable cation. Try reading something about SN1/2 reactions on this website: http://www.masterorganicchemistry.com/2012/08/08/comparing-the-sn1-and-sn2-reactions/

I don't think that elemental iodine would halogenate an aldehyde. Especially at the 4 position in butanal.

>>8564167
>>8564169
well I used iodine just because it has a solid form I forgot to include that for me it doesn't have to be iodine it could be any other halogen

>>8564177
Iodine is not the problem here, it actually is excelent leaving group due to its high polarizability. Your problem stems from the fact you want to use Dimethyloamine on primary substituted alkyl halide. i would suggest using some activated form of dimethyloamine, or increasing substitution of your alkyl halide.

>>8564177
Also just realized, your nucleophile is quite bulky, and as such would more likely cause E2.

>>8564183
I'm confused on how you would even go about halogenating butanal? What way would there be to go about this? Even with radicals wouldn't the 3 poosition be preferred because of stability?

>>8564183
could you think of any other way of synthesizeing 4-(dimethylamine)butanal?

>>8564203
Agreed, this whole reaction is pretty wierd.

>>8564206
I myself am only a begginer in chemistry. I havent even finished highschool yet, and so my knowledge isnt that broad to really help you with that. Try doing some research on net, and you may find something.

>>8564222
>begginer (sic)
>telling people what to do
don't do this anymore please

enjoy your side products

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>>8564159
>butt anal

>>8564228
I know enough to tell you that this reaction is utter shit.

>>8564228
Not that anon but please wait I can try to make some half-assed outline for you that doesn't involve the weirdest choice of reagents in history.

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I don't know what you're trying to achieve, but here is some shitty and rough outline of how you can probably go about doing things. I'll leave the protecting group steps as exercises c;

Wat?

>>8564240
someone had to make that joke

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Well what are you starting with? You could use succinaldehyde and and try and form an imine using your dimethylamine. You'd have to play with concentrations and reaction conditions to maximise the formation of the mono-imine. You could probably then selectively reduce the imine into an amine if you used a mild enough reducing agent (and probably acidic conditions - maybe even select a solvent that can form an acetal or hemiacetal with the aldehyde). This route would take some tinkering but it would be only two steps and also wouldn't require any expensive reagents.

MOOOOOOOOMMMMMMMMM!!! JONNY'S TRYING TO MAKE DRUGS AGAINNN