Functional Groups with Memorization Tips

Leah4sci
27 Sept 201521:19

Summary

TLDRThis video script offers an in-depth exploration of functional groups in organic chemistry, essential for understanding molecular reactivity. It distinguishes between functional groups and non-functional R groups, explains the significance of alkanes, alkenes, and alkynes, and delves into various functional groups like alkyl halides, amines, alcohols, thiols, ethers, ketones, aldehydes, carboxylic acids, esters, amides, nitriles, and the difference between phenols and phenyl groups. Mnemonics and tricks are provided to aid memorization, emphasizing the importance of recognizing these groups for organic chemistry reactions.

Takeaways

  • ๐Ÿ” Functional groups are specific groups of atoms that determine the reactivity of organic molecules, often involving atoms with different electronegativities and pi bonds.
  • ๐ŸŒ The 'R' group in organic chemistry is a placeholder for the rest of the molecule and does not represent a specific collection of atoms.
  • ๐Ÿ”ฌ Carbon chains in organic molecules are categorized as Alkane (no pi bonds), Alkene (one or more double bonds), and Alkyne (triple bond), with distinct structural characteristics.
  • ๐Ÿงช Alkyl Halides are compounds where a halogen is attached to a carbon chain, playing a significant role in substitution and elimination reactions.
  • ๐Ÿงฌ Amines are organic compounds containing nitrogen bonded to carbon, with the type of amine (primary, secondary, tertiary, or quaternary) depending on the number of carbon groups attached to the nitrogen.
  • ๐Ÿถ Alcohols contain a hydroxyl (OH) group attached to a carbon chain, differing in their properties and reactivity based on the carbon to which the OH group is attached.
  • ๐Ÿ”ฎ Ethers are characterized by an oxygen atom bonded to two carbon groups, and can be symmetrical or asymmetrical, with cyclic ethers like THF being particularly important in organic reactions.
  • ๐Ÿฏ Carbonyl groups, with a double bond between carbon and oxygen, are found in various functional groups, including ketones, aldehydes, carboxylic acids, esters, and amides.
  • ๐Ÿ‹ Carboxylic acids have a carbonyl group followed by a hydroxyl group and are distinct from alcohols due to the presence of the carbonyl group.
  • ๐Ÿ Esters result when the hydroxyl group of a carboxylic acid is replaced by an alkoxy group, and are different from ethers by the presence of the carbonyl group.
  • ๐ŸŒฟ Phenol is a benzene ring with a hydroxyl group attached, whereas Phenyl is a benzene ring as a substituent on a larger chain, highlighting the importance of distinguishing between these two.

Q & A

  • What is a functional group in organic chemistry?

    -A functional group in organic chemistry is a specific group of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. They often contain atoms with different electronegativities, different electron concentrations, and pi bonds.

  • Why are functional groups important in organic chemistry?

    -Functional groups are important because they determine the reactivity of molecules and are key to understanding the structure and behavior of organic compounds in various chemical reactions.

  • What is an R group and how does it differ from a functional group?

    -An R group is a symbol used in organic chemistry to represent any alkyl or aryl group or any other organic substituent. Unlike functional groups, it does not represent a specific collection of atoms and does not confer specific chemical properties to the molecule.

  • What are the differences between alkanes, alkenes, and alkynes in terms of their chemical structure?

    -Alkanes have no pi bonds between carbon atoms, with each carbon atom single-bonded to others. Alkenes have at least one carbon-carbon double bond, while alkynes have a carbon-carbon triple bond. The hybridization and bond angles of carbon atoms differ accordingly: sp3 for alkanes, sp2 for alkenes, and sp for alkynes.

  • How can you identify the type of carbon chain in a molecule?

    -The type of carbon chain can be identified by the suffix: 'ane' for alkanes, 'ene' for alkenes, and 'yne' for alkynes. This indicates the number of pi bonds present in the carbon chain.

  • What is an alkyl halide and how is it named?

    -An alkyl halide is a compound in which a halogen atom is attached to a carbon chain. It is named by specifying the type of halogen (fluorine, chlorine, bromine, or iodine) and its position on the carbon chain (primary, secondary, or tertiary).

  • What are amines and how do primary, secondary, and tertiary amines differ?

    -Amines are compounds containing nitrogen atoms bonded to carbon atoms. Primary amines have one carbon group attached to the nitrogen, secondary amines have two, and tertiary amines have three carbon groups attached. A quaternary amine has four carbon groups attached to the nitrogen, carrying a positive charge.

  • How is the difference between an alcohol and a thiol determined?

    -The difference between an alcohol and a thiol is the atom bonded to the hydrogen in the hydroxyl group. In an alcohol, it is an oxygen atom, while in a thiol, it is a sulfur atom.

  • What is the structural difference between an ether and an ester?

    -An ether has an oxygen atom bonded to two carbon groups (R-O-R'), whereas an ester has a carbonyl group (C=O) bonded to an oxygen atom and another carbon group (R-CO2R').

  • How can you distinguish a carboxylic acid from an alcohol?

    -A carboxylic acid is characterized by a carbonyl group (C=O) bonded to a hydroxyl group (OH), whereas an alcohol has a hydroxyl group (OH) bonded to a carbon atom without a preceding carbonyl group.

  • What is the difference between a phenol and a phenyl group?

    -A phenol is a benzene ring with a hydroxyl group (OH) attached, while a phenyl group is a benzene ring as a substituent in a larger molecule, without the hydroxyl group.

  • How can you remember the difference between various functional groups that contain oxygen?

    -The key is to recognize how oxygen is attached to the parent chain. For instance, in alcohols, the oxygen is part of a hydroxyl group (OH), in ethers, it is bonded to two carbon groups (R-O-R'), and in esters, it is part of a carbonyl group bonded to another carbon group (R-CO2R').

Outlines

00:00

๐ŸŒŸ Introduction to Functional Groups

This paragraph introduces the concept of functional groups in organic chemistry, emphasizing their role in determining the reactivity of molecules composed mainly of carbon and hydrogen. It explains that functional groups are specific groups of atoms with different electronegativities and electron configurations that confer unique chemical properties to the molecules they are part of. The paragraph also distinguishes between functional groups and R groups, the latter being a non-specific placeholder for the remainder of a molecule. Additionally, it touches on carbon chain types, such as alkanes, alkenes, and alkynes, which are differentiated by the number of pi bonds present between carbon atoms.

05:00

๐Ÿ” Exploring Amines, Alcohols, and Thiols

The second paragraph delves into the classification of amines based on the number of carbon atoms to which nitrogen is bound, resulting in primary, secondary, tertiary, and quaternary amines. It also introduces alcohols, characterized by the presence of a hydroxyl (OH) group attached to a carbon, and their classification according to the carbon's position in the molecule. Thiols are presented as sulfur analogs of alcohols, with the sulfur atom replacing the oxygen in the hydroxyl group. The paragraph highlights the importance of recognizing these functional groups for understanding various organic reactions.

10:01

๐Ÿ”— Understanding Ethers, Esters, and Epoxides

This paragraph focuses on ether functional groups, which consist of an oxygen atom bonded to two carbon groups, and can be either symmetrical or asymmetrical. It also introduces the concept of cyclic ethers, specifically highlighting tetrahydrofuran (THF) as a common example. Epoxides are discussed as a special type of cyclic ether with a three-membered ring including two carbons and one oxygen atom. The paragraph clarifies the structural differences between ethers and esters, with esters being derived from carboxylic acids with the hydroxyl group replaced by an alkoxy group.

15:03

๐Ÿ“š Carbonyl Compounds: Ketones, Aldehydes, and Carboxylic Acids

The fourth paragraph discusses carbonyl compounds, starting with ketones, which have a carbonyl group (C=O) bonded to two carbon-containing groups. Aldehydes are similar but have the carbonyl group bonded to a hydrogen atom at one end, distinguishing them from ketones. Carboxylic acids are characterized by a carbonyl group bonded to a hydroxyl group, forming a new functional group distinct from alcohols. The paragraph emphasizes the importance of understanding the structural and functional differences between these carbonyl-containing compounds.

20:06

๐ŸŒฟ Derivatives of Carboxylic Acids: Esters, Amides, and Nitriles

This paragraph explores derivatives of carboxylic acids, beginning with esters, which are formed by replacing the hydroxyl group of a carboxylic acid with an alkoxy group. Amides are introduced as nitrogen-containing compounds formed by replacing the hydroxyl group with an amine group. Nitriles are highlighted as compounds containing a carbon-nitrogen triple bond, often derived from cyanic acid. The paragraph also clarifies the difference between phenol, a benzene ring with an alcohol group, and phenyl, a benzene ring as a substituent in larger molecules.

๐Ÿ“˜ Conclusion and Additional Resources

The final paragraph concludes the script by summarizing the importance of recognizing and understanding functional groups in organic chemistry. It encourages viewers to engage with the content through likes and comments and directs them to the speaker's website for additional resources, including a functional group cheat sheet and a practice quiz. The paragraph emphasizes the utility of mnemonic devices for memorizing the various functional groups and their characteristics.

Mindmap

Keywords

๐Ÿ’กFunctional Group

A functional group is a specific group of atoms within a molecule that is responsible for the characteristic chemical reactions of that molecule. In the context of the video, functional groups such as alcohols, amines, and esters are discussed to illustrate how they contribute to the reactivity and properties of organic compounds. The script emphasizes the importance of recognizing different functional groups for understanding organic chemistry.

๐Ÿ’กIsomers

Isomers are molecules that have the same molecular formula but different structural arrangements of atoms. The script mentions that complex structures and many isomers can arise from just carbons and hydrogens, highlighting the diversity of organic molecules that can be formed from a limited set of elements.

๐Ÿ’กElectronegativity

Electronegativity is a measure of the tendency of an atom to attract a bonding pair of electrons. The video script discusses how functional groups often contain atoms with different electronegativities, which influences the molecule's reactivity and the nature of the chemical bonds within it.

๐Ÿ’กR Group

The R group is a placeholder used in organic chemistry to represent any alkyl or aryl group attached to a central atom. The script clarifies that the R group is not a functional group itself but indicates the rest of the molecule that is not the focus of a particular discussion, such as when analyzing an ester.

๐Ÿ’กAlkane

An alkane is a type of hydrocarbon with the general formula CnH2n+2, characterized by single bonds between carbon atoms and no double or triple bonds. The script explains that alkanes have no pi bonds and that each carbon is sp3 hybridized, resulting in a tetrahedral geometry.

๐Ÿ’กAlkene

An alkene is a hydrocarbon containing at least one carbon-carbon double bond. The video script describes alkenes as having a 'ene' ending and illustrates their structure with a double bond represented by two lines between carbon atoms, indicating the presence of a sigma and a pi bond.

๐Ÿ’กAlkyne

An alkyne is a hydrocarbon with at least one carbon-carbon triple bond. The script explains that alkynes have a 'yne' ending and are characterized by a linear arrangement of atoms due to the sp hybridization of the carbons involved in the triple bond.

๐Ÿ’กHalogen

Halogens are elements found in Group 17 of the periodic table, including fluorine, chlorine, bromine, and iodine. The video script discusses halogens in the context of alkyl halides, where a halogen atom is attached to a hydrocarbon, forming a functional group that plays a significant role in substitution and elimination reactions.

๐Ÿ’กAmines

Amines are organic compounds derived from ammonia by replacing one or more hydrogen atoms with alkyl or aryl groups. The script explains the different types of amines, such as primary, secondary, and tertiary, based on the number of carbon groups attached to the nitrogen atom.

๐Ÿ’กAlcohol

An alcohol is an organic compound with a hydroxyl (-OH) functional group. The video script defines alcohols by the presence of the hydroxyl group attached to a carbon chain and distinguishes primary, secondary, and tertiary alcohols based on the carbon to which the hydroxyl group is attached.

๐Ÿ’กEster

An ester is a compound formed from the reaction of an acid and an alcohol where the hydroxyl group (-OH) of the acid is replaced by an alkoxy group. The script explains that esters have the general formula RCO2R', where R and R' represent alkyl or aryl groups, and highlights the difference between esters and ethers.

Highlights

Functional groups are specific groups of atoms that make molecules reactive in organic chemistry.

R groups represent the rest of the molecule and do not specify a collection of atoms.

Alkanes, alkenes, and alkynes differ by the number of carbon-to-carbon pi bonds they contain.

Alkyl halides are identified by the presence of halogens attached to a carbon chain.

Amines are characterized by nitrogen atoms bound to carbons, with primary, secondary, tertiary, and quaternary types.

Alcohols contain a hydroxyl (OH) group attached to a carbon chain.

Thiols are similar to alcohols but with a sulfur atom replacing the oxygen in the hydroxyl group.

Ethers have an oxygen atom between two carbon groups, forming an R-O-R structure.

Epoxides are three-membered cyclic ethers with high reactivity.

Ketones have a carbonyl group (C=O) in the middle of a carbon chain with R-groups on both sides.

Aldehydes differ from ketones by having a hydrogen atom at the end of the carbonyl group.

Carboxylic acids are characterized by a carbonyl group directly attached to a hydroxyl group (OH).

Esters are derived from carboxylic acids with an OR group replacing the OH.

Amides are similar to carboxylic acids but with an NH2 group replacing the OH.

Nitriles contain a carbon triple bond to a nitrogen (Cโ‰กN) on the carbon chain.

Phenols are benzene ring alcohols, while phenyl groups are benzene rings as substituents in larger molecules.

Mnemonics and tricks are provided to help memorize and distinguish between different functional groups.

Transcripts

play00:07

So what is a Functional Group? In Organic Chemistry you'll see a lot of molecules that

play00:12

are made up of carbons and hydrogens. You can get many complex structures and many isomers

play00:18

from just carbons and hydrogens. Before molecule to be reactive it tends to have other atoms

play00:24

with different electronegativities, different electrons, concentrations, pi bonds. Those

play00:29

specific groups, those are your functional groups.

play00:33

Now before we go into Functional Groups, I want to talk about one type of group that

play00:38

you'll see that's not functional group at all and that's the R group. As we look into

play00:43

your textbook you'll see molecules that has carbons, oxygens, nitrogens, and an R group.

play00:49

But an R group does not represent a specific collection of atoms, instead the R group tells

play00:55

you what you have on the rest of the molecule. For example, if I'm looking at this structure

play01:01

here, but then I have a complex group of a C double bound O, single bound O, single bound

play01:07

to another C with three hydrogens and I specifically want to focus on this portion of the molecule.

play01:14

I don't want to look at the carbon chain, it's not my priority for this discussion.

play01:20

So instead of reading this entire molecule and the group that I boxed off, I'll turn

play01:25

the entire purple portion in R for the rest of the molecule, and then simply focus on

play01:30

the ester here which is a CO2CH3. R is the rest of the molecule that I don't want to

play01:37

focus on right now but I still acknowledge that it's there. When talking about functional

play01:42

groups, you'll typically see R-functional group to show that it can come up at any type

play01:47

of molecule.

play01:49

Another thing to discuss before we go into Functional Groups are the type of carbon chains

play01:53

that you're going to see specifically the Alkane, Alkene, and Alkyne. Notice the ending

play02:00

Alkane is "ane", Alkene is "ene",Alkyne is "yne". And this tells you the number of pi

play02:09

bonds specifically carbon to carbon pi bonds that you're going to see. An Alkane has no

play02:14

pi bonds between carbon atoms, that means every atom is single bound to another carbon.

play02:20

You'll see this drawn out in line structure as a zigzag where every carbon is sp3 hybridized

play02:28

with an ideal bond angle of 109.5 degrees. An Alkene is a molecule that has at least

play02:35

one double bond between carbon atoms.You'll see that as carbon double bound to carbon

play02:42

where the first bond is the sigma and that's with your hybridized orbitals and the second

play02:48

is a pi bond sitting in the p-orbitals. In line structure, it'll look the same as your

play02:54

alkane except that you'll see a second line representing the pi bond. You can have more

play02:59

than one double bond on a molecule as long as they're different carbon atoms that have

play03:03

the pi bond so that each is still considered a double bond. The carbons holding the double

play03:08

bond are sp2 hybridized with a bond angle of 120 degrees.

play03:14

And finally we have the Alkyne which is a triple bond between two carbon atoms. Notice

play03:20

here we have two double bond because each individually has a double bond, but with an

play03:25

Alkyne you'll see a three lines between two carbon atoms. The first is at sigma and that's

play03:31

on your sp hybridized carbon, the second and third are your pi bonds sitting in p-orbitals,

play03:38

one in the p y and one in the p z. Many professors will try to represent a triple bond the same

play03:45

way as a double and a single in terms of a zigzag, but this is incorrect and I don't

play03:50

like it. And that's because a triple bond is sp hybridized with a bond angle of 180

play03:57

degrees and so the correct way to represent it is something like this. You wanna have

play04:02

a linear line where the triple bonds sits between the two carbon atoms, that would be

play04:09

this two right here, but the two carbon atoms or other atoms on either direction of the

play04:14

triple bond are also in a straight line because of that 180-degree bond angle. Now that you

play04:21

understand it, let's memorize it. I have to memorize as 1, 2, 3, ane, ene, yne. Ane is

play04:28

one, single bond, ene is two, double bond, yne is three, triple bond.

play04:35

The first and simplest functional group we'll look at is the Alkyl Halide or the Haloalkene.

play04:42

Recall from general chemistry that group 7 on the periodic table are your halogens or

play04:47

your halides, that's where we get the alkyl halide and these are Fluorine, Chlorine, Bromine,

play04:54

and Iodine, in that order going down the group. If you have a carbon chain with any halogen

play05:00

attached to, that is considered an Alkyl Halide or a haloalkane and you just insert the name

play05:06

of the halogen to be more specific. So for example, if I put a Chlorine on the primary

play05:12

carbon here, I will get a primary Alkyl Chloride or Chloroalkane or simply a primary alkyl

play05:20

halide. If I place Iodine on the secondary carbon, I get a secondary Alkyl Halide. If

play05:28

you're comfortable identifying your Primary, Secondary, and Tertiary carbons, make sure

play05:33

you study my Pencil Trick Tutorial linked on the description below. And if I place a

play05:38

Fluorine on a tertiary carbon I get a tertiary halogen or a tertiary alkyl halide. These

play05:45

are very important to understand and recognize because they will play a big role in the reactions

play05:50

moving forward especially substitution and elimination reactions.

play05:55

The next functional groups I want to look up are the Amines which have n in the word

play06:00

where n stands for the Nitrogen atom. An Amine is a molecule that has Nitrogen bound to Carbon

play06:06

and this could be bound to a 1, 2 ,3 or 4 carbons to give you a different type of Amine.

play06:13

To show you the different types of Amines, we'll use R to represent the rest of the molecule.

play06:18

If I have R bound to an NH2, remember a Nitrogen can have three bonds. This is considered a

play06:24

primary amine because it's bound to one R-group. If I have R bound to Nitrogen which is bound

play06:31

to a second R, which we'll show as R-prime, this is considered a secondary amine because

play06:37

Nitrogen is bound to two R-groups. If I have a Nitrogen bound to three R-groups, that's

play06:43

R, R-prime, and R double prime. That's a tertiary amine and these are the common ones we're

play06:50

going to see. But every now and then you'll see a Nitrogen bound to four R-groups that'll

play06:54

be bound to R, R prime, R double prime, and R triple prime. If you'll do a quick formal

play07:02

charge, you will recognize that the Quaternary Amine has a positive charge because Nitrogen

play07:07

prefers to have three bonds and one lone pair. But if and when it comes out recognize that

play07:13

yes a Quaternary Amine does exist. And the key to recognizing the Amine functional group,

play07:20

Amine spelled with an n has the key atom Nitrogen.

play07:25

Many of the remaining functional groups will have Oxygen in them and the key is to recognize

play07:30

the difference between how the Oxygen is attached to the parent chain. The alcohol has COH in

play07:37

a name where C can be a part of your R-group. So if you have your R-group and attached to

play07:43

that you have a C, an O, and an H, that's an Alcohol where the alcohol is the OH or

play07:49

Hydroxyl group. Hydroxy comes from the word Hydrogen and Oxygen. So if you see a carbon

play07:57

chain with an OH on the primary carbon, that's a primary alcohol. If the OH was on the tertiary

play08:03

carbon, that would be a tertiary alcohol.

play08:06

A similar functional group is the Thiol which you'll notice sounds like Alcohol, it ends

play08:13

in OL which is how you identify an alcohol, but the Thi portion of the molecule represents

play08:20

the sulfur atom. So if we take a molecule and draw an alcohol, but now we erase the

play08:28

Oxygen and replace it with a sulfur, this is a sulfur alcohol or simply a Thiol. Recall

play08:34

that sulfur sits on the Oxygen on the periodic table so they have very similar binding ability.

play08:41

The next group I want to look at is the Ether and this is one of the first confusing functional

play08:46

group. An ether is represented by R,O,R. We have an Oxygen sitting between two carbon

play08:54

groups. You can have a symmetrical ether, for example if I have CH3-O-CH3, this is dimethyl

play09:01

ether because I have two methyls surrounding that Oxygen. You can also have an asymmetrical

play09:08

ether, for example, if I have a CH3 bound to an O, the second R-group is a CH2CH3 or

play09:15

an ethyl group, this is ethyl methyl ether where the tro R-groups are different. And

play09:20

in this case we have to write it as R-O-R prime. A good trick to remember the Ether

play09:26

is to think of the word Either, it looks like we have R-O-R, we have either R or something

play09:36

else. Ether or Ether has OR in the word. Do not confuse the Ether with an Ester which

play09:44

we'll look at shortly. Ethers can exist as a linear chain like we see here, or you can

play09:49

see a cyclic ether. For example if I'll show you a five numbered ring where we have four

play09:55

carbon atoms and one Oxygen, this is still an ether, it's a cyclic ether, it's one that

play10:01

you'll have to know later in your Organic Chemistry reactions. This is tetrahydrofuran

play10:05

or THF, which comes up a lot on reactions.

play10:11

You don't have to memorize the name of cyclic ether except for this one, the Epoxide. Epoxides

play10:17

are very reactive and will come up a lot in Organic Chemistry so I want you to recognize

play10:22

it. Epoxide is a three membered ether, we have a three atom ring, two carbons and one

play10:29

Oxygen. You can have carbons or Hydrogen coming off of it but the key is the small triangle

play10:35

made up of two carbons and one Oxygen giving you an epoxide. The next set of functional

play10:41

groups we'll look at will have the carbonyl in common. Where carbonyl is C double bound

play10:47

O. This will be very important later on because the carbonyl has resonance and that means

play10:53

you get a partial positive on a carbon and a partial negative on Oxygen. But for now

play10:58

we'll focus just on the structure. And since there's a pi bond between them, where the

play11:03

carbon and Oxygen are sp2 hybridized with a bond angle of 120 degrees.

play11:09

When you have the carbonyl in the middle of the chain, meaning the carbonyl has R-groups

play11:15

on either side, you get a ketone. The way I remember this is Ketone ends in "one". A

play11:22

ketone does not want to be alone, one it doesn't wanna be alone, and therefore it's surrounded

play11:28

by R-groups on either side. If I wrote this out showing the atoms we would see CH3 bound

play11:35

to the carbonyl, bound to the CH3 because it's in the middle, it doesn't want to be

play11:40

alone. Just like the Ether, the Ketone can be symmetrical, in this case we have two methyl

play11:46

groups, or it can be asymmetrical if I replace the methyl group on the right with an ethyl

play11:52

group. This is also a ketone. If you see this written out, you'll see this as R carbonyl

play11:59

and R or R prime depending on if the second R-group is the same or different. Or of the

play12:05

pi bond are not being shown, this is R C O R. Don't mix this up with an Ether which was

play12:12

just R-O-R because we have the carbon there, it's not an Oxygen in the chain, instead it's

play12:19

a carbon in the chain double bound to an Oxygen atom.

play12:23

Aldehydes are very similar to ketones so don't confused the two. The aldehyde also has a

play12:29

functional group on a carbon chain but in the aldehyde's case it's not in the middle

play12:34

of the molecule like the ketone that doesn't want to be alone. Instead, the carbonyl is

play12:39

at the end of the molecule so that the last atom here is the Hydrogen. The aldehyde has

play12:46

an H in the word to remind you that there is a Hydrogen in the end rather than another

play12:51

carbon or another R-group. If we write this our we have CH3CH3CH2 for the propyl group,

play12:59

then we'll have C double bound O for the carbonyl and H for the Aldehyde. If you want to write

play13:06

this out in simple terms,it'll be R carbonyl H instead of R carbonyl, R prime like the

play13:15

ketone or we can write it out even simpler, RCHO. This is another source of confusion

play13:22

for students, I wanna make sure you understand. RCHO has the carbon then the hydrogen then

play13:29

the Oxygen telling you that it's carbon, then bound to Hydrogen, the Hydrogen sits on the

play13:35

carbon and the Oxygen has to come back and be written on the carbon. Don't confuse this

play13:41

with the alcohol which we showed as RCOH, if it's O then H it's an alcohol because you

play13:48

have carbon followed by Hydroxyl OH. But an aldehyde is not Hydroxy, it's HO giving you

play13:55

a completely different functional group and a completely different molecule.

play14:01

The next functional group I want to look at is a carboxylic acid and this is another source

play14:05

of confusion for students so make sure you understand. The carboxylic acid has a carbon

play14:11

chain with a carbonyl at the end. C double bound to O and then attached to that, we have

play14:18

an OH. Students will look at this and think "oh! I have a carbonyl and then alcohol",

play14:24

but that is not the case. Whenever you see a carbonyl directly attached to an OH, that

play14:31

is not an alcohol attached to an aldehyde, that is a brand new functional group, the

play14:36

carboxylic acid. If we'll write this out we have CH3CH2 for the upper portion, then the

play14:45

carbonyl and OH. If we want to write this out even more simply, we can have R to represent

play14:53

the ethyl group or the rest of the molecule , COOH. You'll also see it as RCO2H. We're

play15:02

showing that there are two Oxygens on this functional group. One Oxygen sitting on the

play15:08

carbon in a double bond, the second Oxygen sitting on the side as an OH. As you'll see

play15:15

late in Organic Chemistry 2, carboxylic acids can be reactive so that the OH is swapped

play15:21

for another group and those are your Carboxylic Acid derivatives giving you a whole new set

play15:27

of functional groups.

play15:29

The first one we'll look at is what happens when we take that OH on the carboxylic acid

play15:34

and replace it with an OR. This molecule is called an Ester. For example, if we swap this

play15:42

R-group for a CH3, we'll have CH3, CH2, C double bound O, single bound O, single bound

play15:50

CH3, for a methyl ester, because it's a methyl sitting on the longer parent chain. If you

play15:58

wanna write this out the short way, the ester is RCO2R prime. Just like a carboxylic acid

play16:08

RCO2 or RCOO, but instead of a Hydrogen at the end, we have an R-group at the end. Esters

play16:15

are often confused with Ethers so I want to make sure you'd see them together and understand

play16:20

the difference. If we have an Ester that's R CO2 R-prime, and Ether is just R-O-R prime.

play16:32

Remember for Ethers we said it's either OR, that's it. It's R and O R, nothing else. Either

play16:38

R or the OR. An Ester has an S. Think of that S as standing for your second R-group. Because

play16:48

Ester looks like a Carboxylic acid but it has a second R-group and then the example

play16:54

we saw above that's second R-group as a methyl. One more time we have our carboxylic acid

play17:00

but this time, I'm going to replace that OH with the Nitrogen. So for example if I replace

play17:06

it with an NH2 I get a new functional group and this one is the Amide. Amide sounds very

play17:13

much Amine, but remember the Amine, we set "n" for Nitrogen. When Nitrogen was the primary

play17:20

focus on the functional group because we have just Nitrogen and carbon, R-groups, nothing

play17:26

else. The Amide looks like a carboxylic acid and sounds like Amine. We'll it looks like

play17:33

a carboxylic acid because it's a carboxylic acid derivative and it sounds like Amine because

play17:39

we have a Nitrogen in there and the 'd" is to remind you that in addition to the Amine

play17:45

portion, we also have a double bond carbon Oxygen. "D" for double bond carbon to Oxygen

play17:52

on a molecule that sounds like Amine. Just like Amines, when it comes to amides, it doesn't

play17:58

have to be just an NH2. We can have NH2, a simple Amide, or we can add some R-groups

play18:06

in there.

play18:06

For example I can put a CH3 with one Hydrogen or 2 CH3s or any R-group. I just chose methyl

play18:15

with no Hydrogen, because Nitrogen remember likes 3 bonds and 1 lone pair. These are different

play18:21

types of molecules that you have to recognize as an Amine. It sounds like an Amine, it looks

play18:26

like an Amine, but the D reminds you that there's also a double bond carbon to Oxygen

play18:31

in that same functional group. There's another Nitrogen containing another functional group

play18:37

that has R and then C triple bound N. This right here is called a Nitrile, it's also

play18:46

referred to as a cyano group because CN- is cyanide comes from cyanic acid. This will

play18:52

come up in your Organic Chemistry reactions so make sure you do recognize it, the Nitrile

play18:57

has a C triple bound to N on the carbon chain.

play19:01

The last group we'll look at is not really a functional group but it comes up so often

play19:08

and students mixed it up so often so I wanna make sure you're clear on the difference.

play19:13

Phenol vs. Phenyl. A Phenyl and a Phenol, they kinda sound similar but a Phenol ends

play19:20

in OL which tells you that it's an alcohol, right alcohol also ends in OL and Phenyl ends

play19:29

in "yl". In naming Organic compounds where you have an R-group as a substituent, it ends

play19:35

in yl. For example a CH3 is a methyl, a CH3CH2 is an ethyl, yl. The beginning of the word

play19:44

the "phen" portion should hint benzene ring and it's simply a question of what the benzene

play19:51

ring looks like. The Phenol is a benzene ring alcohol. That means we have a benzene ring,

play19:58

a 6 carbon chain with alternating pi bonds and an OH attached to it. That's it! it's

play20:05

not attached to a bigger chain, it doesn't have anything else coming off it. Phenol Alcohol,

play20:13

but when you have just Phenyl that is the benzene ring as a substituent on a larger

play20:19

chain. So we'll show instead of an alcohol, an R-group attached to it. If you have a giant

play20:25

molecule with a benzene substituent,that substituent is a Phenyl, yl substituent. Not to be confused

play20:33

with the Phenol which is a benzene ring alcohol.

play20:36

I hope this video helps you not only understand but to look for functional groups but also

play20:43

gives you couple of tricks to help you memorize them. First thing I want you to do, give this

play20:47

video a thumbs up and leave a comment below letting me know if it helped you and which

play20:52

mnemonic you like best then make sure you visit my website leah4sci.com/Naming so that

play20:58

you can download my FREE full color functional group cheat sheet as well as try the Practice

play21:04

Quiz. And then start working through the naming series showing you how to tackle each functional

play21:10

group including IUPAC and Common Names. The link again is leah4sci.com/Naming.

Rate This
โ˜…
โ˜…
โ˜…
โ˜…
โ˜…

5.0 / 5 (0 votes)

Related Tags
Organic ChemistryFunctional GroupsChemical StructuresMolecular BondsElectronegativityIsomersCarbon ChainsAlkyl HalidesAminesCarbonyl Compounds