March 28, 2024, 04:55:17 AM
Forum Rules: Read This Before Posting


Topic: Amide molecule name  (Read 2771 times)

0 Members and 1 Guest are viewing this topic.

Offline cseil

  • Full Member
  • ****
  • Posts: 131
  • Mole Snacks: +4/-0
Amide molecule name
« on: September 30, 2014, 12:56:44 PM »
O=C(C1CCC(C)CC1)N(CCCCC)CC(C)C

I'm starting with Organic Chemistry and the nomenclature. I just invented a structure, but the freeware version of ChemSketch doesn't tell me the name of molecules with more than 50 atoms, so I'm looking for a confirm.

It is a tertiary amine. It is bound to a pentane and to a 2-methylpropane.

So it is:
N-2-methylpropyl-N-pentyl-.

The first atom of the cycle is the one bound to the -COOH. So we have a 4-methylcyclohexane.
The name should be:

N-2-methylpropyl-N-pentyl-4-methylcyclohexanecarboxiamide.

Am I right?
I'm just interested into a hypothetic name.

PS. I'm italian, I don't really know if the order is different in some parts (for example butanoic anhydride is "anidride butanoica" in italian)
« Last Edit: September 30, 2014, 01:10:05 PM by cseil »

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +405/-70
  • Gender: Male
    • My research history
Re: Amide molecule name
« Reply #1 on: September 30, 2014, 01:11:00 PM »
My ChemDraw says
N-isobutyl-4-methyl-N-pentylcyclohexanecarboxamide

Isobutyl and 2-methylpropyl and equally correct. Some of the trivial names are allowed by IUPAC.

Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Offline cseil

  • Full Member
  • ****
  • Posts: 131
  • Mole Snacks: +4/-0
Re: Amide molecule name
« Reply #2 on: September 30, 2014, 01:20:23 PM »
Why
N-isobutyl-4-methyl-N-pentylcyclohexanecarboxamide
and not
N-isobutyl-N-pentyl-4-methylcyclohexanecarboxamide??

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +405/-70
  • Gender: Male
    • My research history
Re: Amide molecule name
« Reply #3 on: September 30, 2014, 01:45:10 PM »
alphabetic order
Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Offline AromaticAcrobatic

  • Regular Member
  • ***
  • Posts: 70
  • Mole Snacks: +5/-1
Re: Amide molecule name
« Reply #4 on: September 30, 2014, 11:29:18 PM »
Cseil,
wheres the tertiary amine?
Also,
-COOH is a specific functional group, as far as I can see you don't have this functional group within your molecule.

I hope I'm not coming off like a dick, but if you can recognize these things now you'll have a much better time in a couple weeks/months..
 :D

Offline cseil

  • Full Member
  • ****
  • Posts: 131
  • Mole Snacks: +4/-0
Re: Amide molecule name
« Reply #5 on: October 01, 2014, 12:19:50 PM »
That was my chain of thought, maybe it appeared a bit tricky  ;D
I was wrong with the -COOH of course, but I didn't consider it as a -COOH so it was just distraction.

I have an amide when a -COOH group has a -OH replaced by an amine, right?
Isn't that tertiary?

Where was I wrong?

Thank you for your answer. I really appreciate it  ;D

Offline AromaticAcrobatic

  • Regular Member
  • ***
  • Posts: 70
  • Mole Snacks: +5/-1
Re: Amide molecule name
« Reply #6 on: October 01, 2014, 01:36:47 PM »
Ok, well try and be a bit more careful. Carbonyls are molecules which have C=O, maybe this is the word you meant?
You are right about the Amide but generally you don't consider that a tertiary amine, its an amide. The reason being is a tertiary amine is going to have different properties then an amide, so you want to keep them separate.

 ;)

Sponsored Links