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alpha-bromophenethylamine

M

mate

Greenlighter
Joined
Oct 24, 2005
Messages
5
Location
CA
There is a guy sitting in class right now who has a Derelects (some hard-core/punk band, i think) shirt on. It has a picture of of a molecule that looks like this:


_
/ \/\/NH2
\_/ |
Br

This stuff would be called α-bromophenethylamine, correct? Some quick googling returned nothing. Just curious if anyone has heard of this. It would likely be a stimulant, right?


~Maitland
 
It's hard to know from the asci, but I assume that the bromo is coming from the alpha carbon... looks like something I would expect from a hardcore-punk band... I am dubious of it's activity... or it being anything more than a meth analoge
 
An amine & a bromo group on the same carbon just isn't going to happen; it's too unstable - caneces are you end up with an elimination reaction so in the presence of water you end up with hydrobromic acid, ammonia (so effectively ammonium bromide) and phenylacetaldehyde
 
^ Because the two groups are both too electrophilic? So you'd end up with to much of a delta positive on the carbon? And so the process would be even worse if it was a Chlorine right?
 
Are you sure you didn't just look at it wrong. Perhaps it's 2C-B?
 
^What he said seems much more to the point. What u drew is m-bromoamfetamine although this is just another one of those chemicals that has not been looked at.
 
If he called it alpha-bromo phenethylamine, then chances are, that's what it is.
 
mate said:
There is a guy sitting in class right now who has a Derelects (some hard-core/punk band, i think) shirt on. It has a picture of of a molecule that looks like this:


_
/ \/\/NH2
\_/ |
Br

This stuff would be called α-bromophenethylamine, correct? Some quick googling returned nothing. Just curious if anyone has heard of this. It would likely be a stimulant, right?


~Maitland
Click to expand...

Fair enough although the image was not getting diplayed on my screen properly.
 
^^

Yeah, sorry about the messy ascii. I couldn't figure out how to get it to line up properly.

It definitely was what I tried to draw, not 2-cb, or anything else with the Br on the ring--although that might have been what they were going for. I think fast-and-bulbous got it right though, it was prolly just a gibberish molecule.

Unfortunately the guy left the lab b4 i got a chance to ask him about it. but chances are he didn't know anyway.

Thanks ya'll


~Maitland
 
Last edited:
According to this source, beta-bromophenethylamines have been created in the lab, though not evaluated in humans. Would an alpha-bromophenethylamine and beta-bromophenethylamine cause possible 'DNA alkylization' I was told about in conjunction with DOMCL (4-chloromethyl-2,5-DMA)?
 
Yep, benzylic halogend (halogens attached to carbon attached to benzene ring) are very reactive and would probably attack any amine the came into contact with in its unionized form. Left in a freebase form, beta-bromophenethylamine had chance to dimerize to 2,5-diphenylpiperazine
 
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