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Naming benzene derivatives introduction

Naming benzene derivatives introduction. Created by Sal Khan.

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  • leaf green style avatar for user Shred
    So when do you use the ortho-, meta-, and para- designations?
    Also, benzene as a functional group off a larger molecule is called a phenyl group (eg: phenylalanine)
    (24 votes)
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    • leaf green style avatar for user GoldmanA67
      you can use ortho-, meta-, para- designations when a benzene derivative has a substituent group(s) on it. For example, 2-bromo-toluene would be ortho-bromo-toluene, where the 1 carbon would be the methyl group (causing it to be a toluene instead of a regular benzene) and 2 carbon would be the bromo.




      (25 votes)
  • leaf green style avatar for user hanson chang
    Can you write 1-chloro-2-bromobenzene as well instead of 1-bromo-2-chlorobenzene?
    (4 votes)
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  • duskpin ultimate style avatar for user Samuel Mayer
    In the very beginning he says "in the last video" but there is no video before this in this course - what does he refer to here?
    (8 votes)
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  • hopper happy style avatar for user siddhanth
    At ,sal told that you can start numbering in either place.
    so can the compound be called both as 1-bromo-2-chlorobenzene and 1-chloro-2-bromobezene?
    (3 votes)
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  • mr pants teal style avatar for user Nisha
    Can you write 1-hydroxy-2-bromobenzene as well instead of 2-bromophenol?
    (5 votes)
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  • leaf green style avatar for user Czaee
    In benzaldehyde is the carbon atom to which the aldehyde is added, the seventh carbon atom or is it the sixth carbon atom?
    As in are there 7 c-atoms or are there only 6?
    (3 votes)
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  • spunky sam blue style avatar for user Aashay
    at , it was mentioned that we could start numbering either way.. iur teacher told us to start numbering from the more electronegative one?
    (3 votes)
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  • leafers sapling style avatar for user Sydney Lasher
    If there is a triple bond, why is it a Benzene and not a Benzyne?
    (2 votes)
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    • starky ultimate style avatar for user alina
      Because there isn't a triple bond in the benzene. The carbons in the benzene are either connected by double bonds or single bonds (basically benzene or benzane, but the double bonds take priority which is why you don't see the word benzane anywhere).
      (3 votes)
  • aqualine seed style avatar for user sirmarisa
    What are the difference(s) between aromatic, non aromatic and and anti aromatic in terms of physical properties?
    (2 votes)
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  • leaf red style avatar for user Anirudh Subramanian
    Well if benzene with a carboxyl group became benzoic acid, then why isn't benzene with aldehyde become something like benzal? Like why is it benzaldehyde??
    (2 votes)
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Video transcript

I mentioned in the last video that 99% of the aromatic compounds that you'll see in a chemistry or organic chemistry class is either going to be benzene or a molecule derived from benzene. So what I want to do in this video is just familiarize you with some of these molecules and how to name them. So you know what you're looking at. Or I guess so you could name what you're looking at. So you've seen this multiple times. Benzene just looks like this. It's a six carbon ring with three double bonds. These three double bonds like that. And that's not it's only configuration. Sometimes it's shown to be in resonance with this form right here. So the double bonds all flip around the circle, like that. Or sometimes it's simply drawn like this. And I talked about this in the last video. Just to show that really neither of these configurations is exactly right. That these pi electrons, they're just moving around the entire ring. So and sometimes you'll just have the hexagon with a circle on the inside to show that the pi electrons are just floating around the entire ring. Now if I were to add something to the benzene ring, it's pretty straightforward to name it. So say I have this molecule right here. So let's see I have that. That's benzene. But let's say this carbon over here, it has one, two, three bonds. If I didn't draw anything else, you'd just assume that there's also a hydrogen here. But maybe there's no hydrogen there. Let me do this in a different color. Maybe you have a chlorine there. Well this is just chlorobenzene. If that was a bromine, it would be bromobenzene. So pretty straightforward. Let me draw it. Let me actually change it a little bit. Let's say you had a chloro there. And let's say you had, oh I don't know. Let's say you had a bromo over here. Let's say you have a bromo over there. Draw the bromo. So you can just start numbering. You can actually start numbering in either place. Let's start with the bromine. It's alphabetically in front. So this would be 1-bromo, 2-chlorobenzene. Pretty straightforward. Now it gets a little bit more involved. The IUPAC, which we know is kind of the group that named most things. Everything else we've seen so far, they came up with a separate naming mechanism from the common names. But benzene, it's so ingrained in the organic chemistry community, that all of the benzene or benzene derivative molecules, they just kind of said, well you know what, we're just going to use the names that everyone uses. So here's a couple of common benzene derivatives. So if you have this molecule right here. Let me-- if you have this molecule right here-- I'll actually draw the pi electrons as a circle. Actually I'll draw it with the double bonds. So let's say you have this molecule right here. And over here you have an OH. You have an OH right there. This is called a phenol. So it's not called a benzene anymore. And if you had a molecule that looked like this, so just like a phenol. So essentially it is a phenol. But let's say you have a bromine right there. What you do is you start numbering at the group that's making this is a phenol. So you start numbering there. One and then you get to the two. So this is 2-bromo. This is 2-bromophenol. And unfortunately this is one of those things that you just kind of have to memorize. That a phenol is really just a benzene ring with an OH group. Another one that is probably a good idea to memorize. I mean at least for me in organic chemistry, the most confusing thing is when someone says the name of a molecule that sounds like they expect you to understand. But you don't understand it. So it's, I guess, a good idea to understand as many names as possible. So if you just have a benzene ring, and you just have a methyl group attached to that benzene ring, this is called toluene. And once again let's say you had a fluorine right over there. This would be one, two, three fluorotulene. I always have trouble saying that. So it's one, two, three. You start at the group that's kind of making this the toluene. So let me make it a little bit clearer. So this would be 3-fluorotoluene. This would all be in one word. I just wrote it up here to save some space. Now a couple of other ones that you'll see. And once again, as you know, if you watched many, many Khan Academy videos, I hate memorizing things. But these are just names. And these aren't systematically derived. The chemistry community just uses them, because that's the way they've heard them. So it is one of those things you kind of have to memorize. So if you have a benzene ring, where the functional group that is kind of defining the benzene ring, it's essentially becoming an amine. We haven't actually covered videos on amines yet. And I'll do that in a future video. But it's essentially, it's replaced one of the hydrogens in ammonia. Let me draw ammonia. Ammonia has three hydrogens and one lone pair. Here we've replaced one of the hydrogens. Actually there's two hydrogens here. We've replaced one of the hydrogens with a benzene ring. This type of thing you call an aniline. Right there. And the same idea. If I put a fluoro here, this would be 2-fluoroaniline. So you use whatever the base molecule is, and then you just name it, really the way we've named a lot of things before. And I'll just introduce you to two more, just so that you have them under your belt. So that you'll have seen them before if anyone introduces them to you. And they're really introducing groups that we'll study in more detail in the future. But if you have a benzene ring once again. So we have a benzene ring. And then you have a carboxyl group. And we'll talk more about carboxyl groups in the future. But it creates carboxylic acid. This thing right here, this hydrogen, it can actually be released quite easily. And we'll talk about that in the future. This right here is called benzoic acid. And this name, actually there is a little bit more logic to this. You have the benz part for the benzene. So let me make this in different colors. The benzene part, that gives us the benz right there. And then in general, whenever you have a carboxyl group like this, it becomes a carboxylic acid. And you tend to add the -oic acid to the end. So this actually has some logical naming to it. Now the last one I'll introduce you to is very similar to this. Instead of having an OH right here, we just have a hydrogen. It would be an aldehyde. So let me draw that. And you could almost imagine what that's going to be called. It's benzaldehyde. So let me draw it. So you have your benzene ring. And then instead of this carboxyl group, you have an aldehyde group. You have your carbon. There's implicitly a carbon here. Let me make that, just in case it's the first time you're seeing it. You have a carbon there. Instead of an OH group, you have just a hydrogen. And so once again you have a benzene. So it actually makes sense to put the benz over there. And then you have the aldehyde group. Then you have an aldehyde group right over here. So this is called a benzaldehyde, or this molecule is called benzaldehyde. And we'll study amines and aldehydes and carboxylic acids in much more detail in future videos, and actually see reactions that involve them. But I just wanted to expose you to this. And so when you see these kinds of names, you don't become intimidated.