[DannyBoi]

Hi,

http://img862.imageshack.us/i/63452540.png/

I am stuck on this naming question, any advice is appreciated

[Nobby]

N-Methyl-N-Ethyl-N-n-Butyl-amin

[DannyBoi]

N-Methyl-N-Ethyl-N-n-Butyl-amin

So alphabetical considerations are not required? What does the N-n signify?

[Nobby]

The length of the carbon chain is the key. Methyl, before Ethyl, etc.

n-Butyl is CH₃CH₂CH₂CH₂-

sec. Butyl (CH₃)₂CH-CH₂-

tert. Butyl (CH₃)₃C-

[Fluorine]

What does the N-n signify?

N-Ethyl-N-methylbutan-1-amine or N-Ethyl-N-methyl-1-butanamine is how I would name it. N refers to substitution on the amine and "n" refers to the straight chain/unbranched form of, in this caase, a butyl group.

N-Methyl-N-Ethyl-N-n-Butyl-amin

I don't see why it's necessary if you state "butyl-1-amine". "n-Butyl" would be "N-Ethyl-N-methylbutan-1-amine", "sec-butyl" would be "N-Ethyl-N-methylbutan-2-amine", "iso-butyl" would be "N-Ethyl-N,2-dimethylpropan-1-amine", and "tert-butyl" would be "N-Ethyl-N,2-dimethylpropan-1-amine".

Methyl, before Ethyl, etc.

Why is this? Doesn't IUPAC naming of substitutions state it should go in alphabetical order (excluding prefixes)? Butyl, ethyl, heptyl, hexyl, methyl, octyl, pentyl, propyl and so forth.

[AMEDIO]

N-Ethyl-N-methylbutan-1-amine

[DannyBoi]

Ok well the system showed it as incorrect so maybe they were asking for something else. We have not named amines with "N" so far in class but anyway, thanks for the help guys.

[orgopete]

Ok well the system showed it as incorrect so maybe they were asking for something else. We have not named amines with "N" so far in class but anyway, thanks for the help guys.

Since Amedio gave the correct IUPAC name and if it also turned up in correct, I should not be surprised that a common name was being asked for. Common names are often used (preferred?). While one could use N,N-diethylethaneamine, I think you may see triethylamine used more often. I note that some textbooks use common names for amines.