Draw the condensed structural formulas for the aldehyde and ca...

Question

Draw the condensed structural formulas for the aldehyde and carboxylic acid produced when each of the following is oxidized:

c. 3-chloro-1-propanol

Accepted Answer

All right. Hi, everyone. So this question says to consider the oxidation of three bromo two methyl one butanol draw the condensed structural formulas for the aldehyde and carboxylic acid products. So in this case, recall that in the case of having a primary alcohol as your starting material, a primary alcohol can be oxidized to form an aldehyde which can then be further oxidized into a carboxylic acid. But before we get into the specific products, I want to first go ahead and generate the structure or the condensed structural formula of three bromo two methyl one. Butanol recall that a condensed structural formula shows how atoms in a given molecule are connected without showing carbon hydrogen bonds and other bonds to hydrogen specifically. Now, carbon and hydrogen are grouped together, for example, ch three ch two or CH. So for this question, I want to go ahead and start by drawing the line angle structure first. So one butanol as my parent chain tells me that I have a four carbon molecule with a hydroxy or O group on carbon one. And I, in addition to this, I have two other substituents, I have one methyl group on carbon two of the parent chain and one atom of bromine attached to carbon three. So with this in mind, I can go ahead and start to draw out my condensed structural formula. Recall that carbon atoms prefer to have four covalent bonds in order to remain neutral. This means that in the line angle structure, we just drew all carbon atoms should have enough hydrogens to fulfill their fore bond requirement. If a given carbon already has two bonds to other atoms, then it should therefore have two hydrogen atoms. If it has one bond, it should have three hydrogen atoms. And so, um so with this in mind, we can go ahead and showcase both our carbon atoms and our oxygen atoms. So first, I'm going to go ahead and draw out my carbon chain. Now notice how here I'm using 9090 degree angles for the bonds in my condensed formula. And so at this point, I go ahead and add my substituents as well as my hydrogens. So at this point, we have the condensed structural formula of three bromo, two methyl, one butanol and it is this structure that we can then use to generate the structures of our products. Now recall also that when an organic compound undergoes oxidation, two things can be true. The number of carbon hetero atom bonds increases and or the number of carbon hydrogen bonds increases or decreases, excuse me. So for the first step or the first oxidation our primary alcohol gets converted into and aldehyde. So in other words, the bond between carbon and oxygen goes from a single bond to a double bond to create a car bond. So in this case, I would keep the condensed structure pretty much the same except for the fact that now I have a car bal attached to carbon one. So now with my aldehyde product, I can go ahead and draw out my carboxylic acid. So to draw out the carboxylic acid product, it's going to look very similar to the aldehyde product that we drew earlier. The difference here is that the hydrogen of the aldehyde functional group gets replaced with a hydroxy or O group. So I would keep the rest of my structure the same because the other atoms are not affected. But now, in addition to a car bal on position one, I also have a hydroxy group and there you have it before I highlight my answer, I actually want to go ahead and move this slightly so that the carboxylic acid is beneath the aldehyde to make it more consistent with your answer choices. So here's another view we've got are all the high and also are carboxylic acid. And with that being said, thank you so very much for watching. And I hope you found this helpful

Struggling with GOB Chemistry?

Draw the condensed structural formulas for the aldehyde and carboxylic acid produced when each of the following is oxidized:

c. 3-chloro-1-propanol

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Struggling with GOB Chemistry?

Draw the condensed structural formulas for the aldehyde and carboxylic acid produced when each of the following is oxidized:c. 3-chloro-1-propanol

Watch next

Alcohol Reactions: Oxidation Reactions practice set

Draw the condensed structural formulas for the aldehyde and carboxylic acid produced when each of the following is oxidized:

c. 3-chloro-1-propanol