Sciencemadness Discussion Board

A cyclic peroxide from urea?

madscientist - 10-9-2002 at 13:50

I was wondering if a cyclic peroxide could be prepared from urea as a cyclic peroxide can be prepared from acetone. I'm aware that urea forms salts, but I doubt that would prevent this reaction from proceeding. Can someone enlighten me?

I don't think so

PrimoPyro - 12-9-2002 at 19:18

Not unless you have a bis-dialkylamino urea, like for example N,N,N,N-bis-dimethylurea, O=C{N(CH3)2}2

I think unless you have tertiary amines in the urea, the peroxyl will isomerize to an iminol, which just rearranges back to the urea, or maybe dehydrates to a nitrile (unlikely).

Since tertiary amines cannot form imines, this would prevent such isomerization from occurring.

PrimoPyro

madscientist - 12-9-2002 at 19:22

I tried it earlier today - didn't work.

AndersHoveland - 14-7-2013 at 20:45

Urea can cocrystallize with hydrogen peroxide in a 1:1 ratio, forming white crystals solid at room temperature. This is sometimes called "carbamide peroxide", though I do not think it is actually ionic.

franklyn - 14-7-2013 at 21:10

No one has yet expressed an opinion on this

www.sciencemadness.org/talk/viewthread.php?tid=6342#pid94707

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papaya - 15-7-2013 at 04:48

What about acetamide? Also why HMTD cannot form nitrate salt or similar?

Fantasma4500 - 15-7-2013 at 13:04

well HMTD is made from hexamine, in which can be made into hexamine chloride by addition of HCl
also hexamine di nitrate can be made by reacting it with HNO3, this doesnt take high percentages, also
dont know about carbonates, and neither see much reason for it anyways

papaya - 15-7-2013 at 13:47

Do you say that HMTD reacts with acids to give just hexamine salts? I meant HMTD nitrate, as it's also an amine.

Ral123 - 16-7-2013 at 09:01

I guess the N-H bond tends to form salts sometimes. I won't be writing for a while, it won't be because I've blown myself up with AP.