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Pronouncing "NBOMe"

Solipsis said:
Because it is not like benzyl and methoxy are 2 moieties that are connected via the N-terminus in a positionally equivalent way like the N,N (notice the N listed twice!) substitutions on tryptamines. If that were the case, alphabetical order would be appropriate. (By the way, proper nomenclature is not used when naming things like MET, I think, because it is not in alphabetical order. I suppose this is because EMT does not sound as nice - even alarming to some ;) ).
However here N-benzylmethoxy would make it seem like benzylmethoxy is a moiety of its own at the N-position, the benzyl being nothing more than a substitution somewhere on the methoxy. Which is absolutely incorrect since it is the other way around.

I am not sure at what IUPAC name you are looking, but there is no "N-benzylmethoxy" there, instead there is "(methoxyphenyl)methyl".

The sequence of letters in NBOMe represents that there is a nitrogen connected to a benzyl connected via an ether to a methyl (this last part is the methoxy of course).
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Ahhh now that makes sense to me. I can see the synonym of N-2-methoxybenzyl works from that view. I was using benzyl-methoxy from a nomenclature viewpoint of alphabetical order. I was wondering where the idea of not using alphabetical order came from in this case. The N,N substitution for tryptamines, good call. Your comment "(methoxyphenyl)methyl" makes sense to me looking at one of the rings attached to the parent compound, as i originally mentioned. Its been a while since I mucked around with organic chem. When i did a lot of my chemistry i was more concerned with the process of production. I also note some chemists use the alphabetical rule in naming cases, so i guess it does depend on the chemist. Any how, we could discuss it all day, but it was good to hear some enlightening thoughts about it. Nice to see there are people here that know organic chem ;)
 
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Anon0631 said:
Seeing as I have a good deal of experience with NBOMe's, it's rather odd that I have no idea how to pronounce the name of the substance. I call it 'En-Bome' with the O pronounced as in 'hope' rather than 'hop'.

What about you?
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Just sing the song:

"Dem bones Dem bones them dry bones..how hear de word of the de Lord.."

and replace Dem Bones with "nbomes".
 
I pronounce it N Boam, to rhyme with home. It's a nice aspiration to call everything by its full IUPAC name but it's just not always practical.

I call N-tert-butoxycarbonyl substitutions "N-BOCs" to rhyme with "lock" and on the rare occasions I deal with acetonitrile I'd be happy to call it M-E-C-N. There's no real rhyme or reason but it's an accepted vernacular and people understand the contraction.
 
It's a protecting group for amines that reduces reactivity, see also fMOC, benzyl ethers, phthalimides etc. And no, it won't make you trip.

Also, calling acetonitrile "methyl cyanide" is good for a laugh around non-chemists. Oh fuck, I just spilled methyl cyanide all over the bench! Run for your fucking lives!
 
sekio said:
Also, calling acetonitrile "methyl cyanide" is good for a laugh around non-chemists. Oh fuck, I just spilled methyl cyanide all over the bench! Run for your fucking lives!
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lol. Would make a non-chemist think that the LD50 is closer to that of KCN
 
Well, most of it seems on-topic, unlike your post.

But it is not like it had such great promise which is now ruined. Pronouncing NBOMe is a casual detail compared to actually experimenting with such drugs, right?
 
Solipsis said:
Well, most of it seems on-topic, unlike your post.

But it is not like it had such great promise which is now ruined. Pronouncing NBOMe is a casual detail compared to actually experimenting with such drugs, right?
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Right, and good catch, my post was spam! However just about every post in this thread is spammy except the one's you've (edit I mean Sekio) made!

Honestly the thread feels useless aside from that interesting nomenclature talk last page.

To all people: pronounce it N B O M E so that it rhymes when you say 25C N B O M E, or 25G N B O M E! or 25D N B O M E! see how catchy that is?
 
I say n bomb around the cool kids. Otherwise, n-b-o-m-e how it's supposed to be pronounced, or n-bome like most people say.
 
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