Roadmap #3 Help!

[asealdent]

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Hey..

On roadmap #3, first there's radical stuff (Br2, hv) .. can someone explain when you add to form the most stable radical and when you don't.. also I think it's different for each halogen. It's been a while but I can't seem to find my notes.

MORE IMPORTANTLY: the whole adding CH2N2 to the alkene.. and you get a weird 3 membered ring with carbon? What the heck IS that?!

 

[asealdent]

oh and one more thing... when adding heat, alc, and KOH.. (whats alc.?) is it always elimination to the more stable alkene?

 

[r8 dds]

Hey..

On roadmap #3, first there's radical stuff (Br2, hv) .. can someone explain when you add to form the most stable radical and when you don't.. also I think it's different for each halogen. It's been a while but I can't seem to find my notes.

MORE IMPORTANTLY: the whole adding CH2N2 to the alkene.. and you get a weird 3 membered ring with carbon? What the heck IS that?!

Br2/hv is a free-radical halogination, adding so you would get the most stable carbocation, in an anti-configuration. Same if you do it with Cl2/hv.

Ch2N2 is the diazomethane. You would produce a three-membered ring. Similar to what you do with Simmon Smith - CHCl3.

oh and one more thing... when adding heat, alc, and KOH.. (whats alc.?) is it always elimination to the more stable alkene?

alc i think stands for alcohol. Only more stable, when you have a strong, non-hinder base.

 

[whawha]

Hm, so Cl2/uv and Br2/uv are the same thing? I get confused on this too... Besides halogen radical reactions, NBS and HBR/ROOR or HCL/ROOR stuf too..

 

[AndyK]

Hm, so Cl2/uv and Br2/uv are the same thing? I get confused on this too... Besides halogen radical reactions, NBS and HBR/ROOR or HCL/ROOR stuf too..

IIRC, HCl/ROOR will not work if you're trying to react it with an alkene.

 

[r8 dds]

IIRC, HCl/ROOR will not work if you're trying to react it with an alkene.

Actually I think HCl/ROOR will work. It just won't add anti-mark like HBr/ROOR would.

 

[Extirpator]

Actually I think HCl/ROOR will work. It just won't add anti-mark like HBr/ROOR would.

correct