Propose structures for molecules that fit the following descriptions:
(c) A compound with the formula C₃H₇NOS that is both an amide and a thiol

Question

Propose structures for molecules that fit the following descriptions:

(c) A compound with the formula C₃H₇NOS that is both an amide and a thiol

Accepted Answer

All right. Hi, everyone. So this question says to identify the compound with a molecular formula of C five H 11 N OS and is both a th and a mind. Now, our first step is going to be to verify whether or not all of our compounds have the same molecular formula. Recall that the molecular formula is obtained by counting the quantity of each type of atom present in the compound. So if you consider all four anti choices presented here, right, all of them have one nitrogen, one oxygen and one sulfur atom. So for the molecular formula of each of them, it's going to be or there's going to contain N OS in the formula to indicate that there is one of each app. So now, right, the question is to count how many carbon atoms and how many hydrogen atoms are present in the compound. Now recall that in a skeletal structure like this, one carbons are indicated by either corners or open ends with no other hetero atom being specified, right? And recall that each carbon must also have enough hydrogen to ensure that it has four bonds. So in this case, the outer carbons would have to have three hydrogens and so on. So when I count the total number of carbons and the total number of hydrogens, I get C five H 13 N OS for option A. So therefore, I can eliminate option A because it does not have the right molecular formula for this question. And so when I do the same thing or compound B, I get a molecular formula of C five H 13 N OS. So once again, I can eliminate option B. Now option C if I add together all carbons and all hydrogen atoms, I get C five H 11. Whereas for option D, I also get a molecular formula of C five H 11 N OS. So options C and D are possibilities because both of them have molecular formulas of C five H 11 N OS. Now recall that an amide has a general formula of rconr two in which an R group can either be hydrogen, an O group or an aero group. So here we have one R group to the left which is connected to one carbon atom in the center. And that carbon atom has not only a double bond to an oxygen but also a single bond to a nitrogen with that nitrogen connected to two more R groups. So if I consider the formulas or the structures of options, C and D, both of them happen to have an aide functional group towards the right side of the structure because notice how we have one car bole thats one carbon, double bond oxygen and a nitrogen atom attached to that carbon. So now what I want to point out here is that option C and D both have sulfur atoms, but they have different structures because option D for example, has one sulfur atom attached to two different carbon atoms or our groups. This means that option D has a functional group with the general formula of RSR, which if you recall is characteristic of a sulfide, this means that option D has both an amide functional group and a sulfide but not a thy. This leaves me with option C because in addition to the amide functional group, option C has an R group or a carbon atom directly attached to a sulfur atom and that sulfur atom is attached to one hydrogen that gives me a general formula of RSH, which is the general formula of a Thile recall that thys look very similar to alcohols but instead of having oxygen connected to carbon and hydrogen, it is sulfur instead. So there you have it C is going to be our answer in this case because not only does it have the correct molecular formula, it contains both a sulfur or a thiol, excuse me and an amide functional group. So with all that being said, thank you so very much for watching. And I hope you found this helpful

Propose structures for molecules that fit the following descriptions:
(c) A compound with the formula C₃H₇NOS that is both an amide and a thiol

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Propose structures for molecules that fit the following descriptions:
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