N&PD Moderators: Skorpio
Chemistry of substituted phenethylamines
Here you can see a formula of substituted phenethylamine (https://en.wikipedia.org/wiki/Substituted_phenethylamine). Where is the 1-st and 2-nd position of ethanamine fragment of such a substituted phenethylamine? Is the 1st position Ralpha or Rbeta, as shown in this wikipedia article?
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《Plasticity》
Bluelight Crew
Legal discussion is not allowed so I had to remove some of your post. The question itself is very much allowed however, just try and keep this out of legality discussion territory please
. I'm gonna move this to NPD.
BDD ~> NPD
serotonin2A
Bluelighter
What do you mean by first and second position? There is only an alpha and beta position in the ethanamine side chain..
farmacista
Bluelighter
alpha=first position, beta= second position
adder
Bluelighter
In phenethylamine alpha-position is the carbon atom adjacent to the amine and beta-position is the carbon atom next to alpha (directly attached to the aromatic ring). It's a non-IUPAC nomeclature and alpha, beta, gamma and so on are assigned to carbon atoms starting from the first one directly attached to the functional group (alpha), then the second one (beta) and so on if the chain is longer, in this case the functional group is an amine. Thus amphetamine is alpha-methylphenethylamine.
Dresden
Bluelighter
It this wikipedia article there are alpha and beta positions. But my site classify the substances by substitution in the 1st and 2nd position of ethanamine side chain. Lets take only the ethanamine CH3-CH2-HN2.
Look at the pictures.
The alpha carbon is 1 atom away from the nitrogen on the ethanamine side chain.
The beta carbon is 2 atoms away from the nitrogen on the ethanamine side chain.
The first two molecules you have drawn are named incorrectly. You always start by identifying the longest carbon chain and naming from there. The first case ("1-methyl-ethanamine") should be named 2-aminopropane. The second one ("2-methyl-ethanamine") should be named 1-aminopropane. Ethanamine is the correct name for the third molecule drawn, but it is usually called ethylamine.
Amphetamine is named 2-amino-1-phenylpropane.
The amino comes before phenyl in the name because the letter "a" comes before the letter "p" in alphabetical order regardless of numbering.
Prefixes (di, tri, tetra...) are not counted when assigning the correct alphabetical ordering of a molecule's name.
