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Organic chemistry
Course: Organic chemistry > Unit 13
Lesson 1: Naming aminesAmine naming introduction
Amine naming introduction. Created by Sal Khan.
Want to join the conversation?
- What is an amide ?(6 votes)
- An amide functional group consists of a carbonyl group bonded to a nitrogen(9 votes)
- ethoxy is an ether compound or its another functional group?(2 votes)
- Ethoxy is the name of the group CH3CH2O—. If it is attached to an alkyl or aryl group, then it is part a functional group called an ether, ROR',(2 votes)
- is this according to the IUPAC naming system or the CA naming system I'm really confused(2 votes)
- Why does the anti markovnikov rule( or the peroxide effect ) does not occur with HCl ?
Please help soon.
Thank you.(2 votes)- The addition of HCl in the presence of peroxide does not occur according to Anti-Markonikovs rule since HCl bond is too strong to be broken homolytically (to form free radical).(2 votes)
- Does an amine have to be bonded to C or H? if its bonded to another Nitrogen is it not considered an amine?(2 votes)
- I thought that when you were naming amines you used N- before the IUPAC name? for example N-ethyl-N-methyl-1-propanamine?? and could you explain the difference between the common name and the iupac name?(2 votes)
- Do the R groups in amines always have to be alkyl groups? Can the R groups be another nitrogen and it still be considered an amine?(2 votes)
- atis it the same if we were to name it 2-heptanamine instead of heptan-2-amine? 2:55(1 vote)
- Yes, 2-heptanamine would also describe the same molecule. The most correct name though would be the one that strictly follows IUPAC guidelines, so heptan-2-amine is the best name.(3 votes)
- Why isn't it N-5-ethoxy-1,3-dimethylcyclohexan-1-amine????
I thought "N" and "1" (which indicates where amine group is) were needed.(1 vote)- You do not say "N" unless you have multiple alkyl groups attached to nitrogen.
For example, if there were 2 methyls on the N atom, it would be N,N-dimethyl but that is not the case here. The amine is highest in priority which every organic chemist understands must be carbon 1.(3 votes)
- Are amines basic or acidic? Why?(2 votes)
- Basic, because the electron density is on the nitrogen(1 vote)
Video transcript
In this video we're
going to talk a little bit about amines. And these are just organic
compounds where you have a nitrogen bonded to groups
that contain carbon. So if I were to just draw some
amines right here, you could have something like this where
you have a nitrogen bonded to two hydrogens and then maybe
some type of carbon chain. Maybe it's just one
carbon right here. So maybe you have a carbon,
which is also bonded to three hydrogens like this. In this case you would
have a primary amine. If you have the nitrogen
bonded to two carbons. So if you have something
like this, a nitrogen bonded to two carbons. So it has one carbon
chain right there. And I'm just drawing
methyl groups here. The chain could keep on going. Maybe you have two like that. And then you have a hydrogen
right there. This would be a secondary
amine. And then finally you could
imagine, if you had it bonded to three, it would be
a tertiary amine. And this is just to get you
introduced to the terminology. CH3, just like that. Now like all of the other new
groups or new types of compounds that we've explored,
what I want to do is just introduce you to the
naming of it. Because one, that lets you
recognize them when you hear their names. But it also, I think on some
level, familiarizes you with their structure. So let's do a couple
of naming examples. I drew these ahead of time. And in general, just to
remember, amines are a pretty high-priority group. Out of all the things that we've
learned so far, the only thing that is a higher
priority is actually the alcohols. Or actually the thiols, which I
don't even remember if I did a video on it. But thiols are just like
alcohols, but instead of an oxygen you have a sulfur. So this comes right
after those. So let's think about this
one right here. So we always want to look for
our longest carbon chain. And our longest carbon
chain is right here. One, two, three, four, five,
six, seven carbons. You want to start numbering
it closer to the functional group. One, two, three, four,
five, six, and seven. And then the functional
group is on the two carbon right there. So first of all,
seven carbons. We would use the prefix hept. So it would be heptan. Let me write that down. So it'd be heptan. And since our functional group
is an amine in this situation, it has a higher priority than
the fact this is an alkane. So this will actually
define the suffix. So we would then say well then
on the two carbon-- let me do this in new color-- on the two
carbon right over here we have the amine group. So it's heptan-2-amine. And we're done. We know that we have an amine
group on the two carbon. Now let's do this one. This one's a little
bit more hairy. So first of all, we always want
to figure out the longest carbon chain. And it looks like the ring
is going to be the longest carbon chain. We have one, two, three, four,
five, six carbons. So this thing right here
is the longest chain. We only have one, two
carbons right there. One carbon and one carbon,
right over there. So our root is going
to be cyclohexane. I want to make sure I
have enough space. Cyclohexane. And then once again it's an
amine, so this is going to take higher priority. So we're not just going to put
an e at the end and call this cyclohexane. This takes higher priority. So it will actually
define the suffix. And another thing to think about
is you could say, OK this is going to be the
one, this is going to be the one carbon. And so you could call this
cyclohexan-1-amine. But in general, if this is
defining it, you always assume that you're going to start
numbering right there at number one. So you could just call
this cyclohexanamine. If it's written like this you
assume that the one carbon is where the amine group
is attached. Now what else do we have
on this thing? We took care of the amine. We took care of the cyclo. Well we have this ether
right here. And this ether has
one, two carbons. If it was just a two carbon
chain, it would be ethane. But since we have it's an ether,
it's bonded to this oxygen, we call this ethoxy. So that right there is ethoxy. And we're going to have to think
about how we're going to number this. So I'll leave that alone. And what are these over here? Well this is a methyl group. That's a CH3 implicitly. You don't see it drawn. There's a carbon there. And if carbon is neutral, it
has to have four bonds. And if you only draw one of
them, the other three are assumed to be the hydrogen. So this is a methyl group. And then this is also
a methyl group. So we have dimethyl. So this is also a methyl
group right over there. And when we think about
numbering, we could number from one, two three. Or we could start numbering
one, two, three. And in general, you want to go
numbering in the direction where you hit the functional
group first. So we want to go one, two, three,
four, and five. So this right here
is 5-ethoxy. And this is one, two dimethyl. These two combined, you
would call this one comma two dimethyl. And then when you want to list
them in order, the ethoxy would take precedence in
alphabetical because the di you shouldn't count in the
alphabetical order. This is just saying
two methyls. So you really just want to look
at the two of whatever you're talking about. M comes after e in alphabetical
order. So this is going
to be 5-ethoxy. Actually let me just rewrite
the whole thing. So this is going
to be 5-ethoxy 1,2-dimethylcyclohexanamine. And we're done. This was probably one
of the longest words we've used in naming. But hopefully you see when you
break down the different pieces, it actually makes
sense that it represents this molecule.