Now we're going to move onto the third important piece of information that you can get from
proton NMR and that's going to be what we call the spin split.
First of all, it's just important to recognize all the different terms that this could be
called and how they're all the same concept.
If you ever hear of spin-spin coupling, or J coupling or a term I mentioned earlier called
multiplicity, these are all the same exact concept.
Spin splitting it just has to do with the concept of neighboring protons interfering
with each other and this will reveal to us the distances between different protons.
Now I have to throw out a big side note here, which is that this topic can be taught either
in a really simple way or a really, really complex way.
Since I have no way of knowing exactly the way your professor taught it this semester,
I'm going to teach it to you both ways.
I've actually made two different videos so you can pick the easy one or pick the hard
one depending on how your professor explains it and I'm going to help you determine which
one to watch.
Obviously, if you just want to be thorough, you can definitely watch both of them.
But for right now I'm going to teach this topic without J values.
J values are the things that complicates the spin splitting concept a lot.
Just so you know I've been teaching organic chemistry for a long time and the explanation
without J values, which is the simplest explanation works for about 9 out of 10 of my classrooms.
Most likely you're in one of those classrooms where you don't really need to learn a rigorous
explanation of J values.
That being said, then this session, this one video would really just cover you for spin
splitting.
Now if your professor goes deep into J values and starts talking about how to draw a tree
diagram, that's where you're going to want to watch the second video.
If you suspect that you do need to learn that, go ahead and click on the second video after
this one and I'll get more into the specifics of how you know that it's important for your
class.
Awesome.
Let's get back to the lesson.
Basically, if you're not learning J values, then this is a very simple rule.
All it says is that adjacent non-equivalent protons will split each other's magnetic response
to NMR.
Now there's a really simple rule that we use to predict what these splits would look like
and that's what we call the n plus one rule.
The n plus one rule just basically says that n stands for the number of – so I'm just
going to write this here.
N is going to stand for the number of non-equivalent – the dyslexia is coming out.
Equivalent adjacent protons.
Basically, n is going to be equal to this definition here.
It turns out that Pascal's triangle is actually going to do a really good job of predicting
what these different splits will look like.
Now I know it might have been a really long time, you might have not seen Pascal's triangle
since grade school.
So I'm just going to go over this really quick just to remind you.
Basically, Pascal's triangle is this weird kind of mathematical revolutionary phenomenon.
I don't know if that's the right way to put it.
Where it basically is a pattern of numbers that if you add up the two numbers above,
then what you're going to get is the number below.
1 plus 1 equals 2.
As you go to multiple layers you start getting bigger and bigger sums.
What we can see is if we go down in one of these directions where you basically say the
two numbers on the top here, two plus one would equal to three or three plus three would
equal to six.
So you basically take the sum of the two numbers and that would be the number on the bottom.
Then you just so on and so forth.
It turns out that these values are really good at predicting the height of splits.
This actually has to do with split heights.
As n gets bigger you're going to get more splits that have varying complexity.
For example, if you do n plus one and your n is actually equal to zero, basically meaning
that you don't have any protons around that are splitting, then what we're going to call
that is a singlet.
That's going to be the name of that and you're just going to get one peak.
Now let's look at a more complicated example.
Let's say that n in your example is actually equal to two.
That means that you have two non-equivalent adjacent protons next to your target protons.
That's going to be called a triplet.
What a triplet predicts, according to Pascal's triangle, is that since we're on the third
level of the triangle, you're going to get a single split of size one, a second split
of size two and a third split again of size one.
That's exactly what is represented right here.
Notice that I basically have a one, two, one pattern.
Basically, you can use Pascal's triangle to model what your splits should look like going
all the way - let's just do one more example, going all the way to a quintet or a pentet,
really, technically, it should be called a quintet.
Quintet is the better way to say it.
If you have quintet, notice that your peaks – you're going to have five different splits
and they're going to be of the size one, four, six, four, one and that's exactly what we
see here.
That is when n would equal to 4.
So we'd have four plus one which equals five, which would be our quintet.
I hope that's making sense in terms of the shapes.
Now you just have to actually apply it because I know that it's all a little confusing.
Let's do the first problem as a worked example.
We'll kind of all do it together.
Then the second one I'll have you guys do on your own.
Let's go ahead and analyze this carbon right here.
I'm going to make that one my red one.
What I'm wondering, first of all, is how many adjacent non-equivalent protons it has next
to it.
What we find is first of all, adjacent means it's within one space.
So if I got to the left, there's nothing there.
If I go to the right, I do have a carbon here.
Does that carbon have any protons on it?
No.
It turns out that in this case if you go to the left there's nothing, if you go to the
right, there's nothing.
That means for red, n is equal to zero.
Now using the n plus one rule, that means that zero plus one equals one, which means
that I'm going to get a singlet.
I'm going to get just a single peak for the red hydrogens.
Does that make sense so far?
So I would expect it just to look like a single peak.
Awesome.
So let's keep going.
Now let's look at the blue hydrogens over here.
Now, I drew the same thing.
I said how many adjacent, non-equivalent protons does it have next to it.
Well, if I go to the left, again nothing.
I'm next to a carbon with nothing.
But if I go to the right, do I have any hydrogens.
Actually, yes.
How many do I have?
Three.
I have three to the right.
That means that this would mean that n is equal to three.
If I use the n plus one rule three plus one equals four.
Four gives me a quartet I would expect that I would get a quartet from those protons.
Those protons would be split into a quartet because I've got the three protons splitting
plus one.
Now let's look at green.
Green is over here If I go to the right, nothing.
If I go to the left, how many protons do I have?
Two.
So that means that for green, n is equal to two.
According to n plus one, it would be two plus one equals three, which would be what we call
a triplet.
That means that here I have a singlet, a quartet, and a triplet and that's what we mean by splitting,
that every proton has its own unique shape based on the number of protons it's next to.
On top of that, if you wanted to predict the shapes of these singlets, quartets, triplets,
it's easy because you could just use Pascal's triangle.
You could say that a singlet – by the way, I'm not drawing these in any particular order.
I'm not drawing chemical shift here.
I'm just drawing shapes.
The singlet would look like this.
A quartet would look like this with one, two, two, one.
Actually, that's not what it says.
That's wrong.
Let's look at Pascal's triangle.
Pascal's triangle actually says for a quartet, that should be one, three, three, one.
I drew that all wrong.
Let's do it again.
So it should be one, three, three, one.
Then my triplet, as we said earlier is one, two, one.
Then the triplet should look like this.
Now.
by the way, don't worry about the heights here.
It doesn't have to be a specific height or whatever.
I'm just trying to show the ratios between the different splits.
Now you know what a singlet, a quartet, and a triplet would look like based on Pascal's
triangle.
Now I'm going to have you guys do (b) on your own.
Just so you know, (b) actually comes with one special instruction before you can solve
it, which is that it turns out that heteroatoms have a special rule.
Heteroatoms.
Do you guys remember what a heteroatom is?
It's important for the rest of this course.
Heteroatoms are just non-carbon atoms.
That would be nitrogen, sulfur, oxygen, phosphorous, etcetera
Heteroatoms, this is a big deal, do not split.
You can't split through a heteroatom.
Think of it like a wall.
You can't split through it.
That means that think of this as being a complete wall blocking off one side from the other.
When I go to analyze how many different adjacent hydrogens are next to that, well if I go to
the right, obviously there's nothing.
But if I go to the left, there's also nothing because I hit a wall.
That wall is the heteroatom.
Same thing when I go to analyze this one.
When I go to the right, I'm going to hit that wall.
Just think of that.
That's a special rule that I just wanted to include that you can't split through a heteroatom.
Other than that everything else is still the same.
So go ahead and try to solve for the rest of (b) to try to figure out how many splits
you'd get for a proton type one, proton type two and proton type three.
Now the rest is up to you.
Go for it.