Provide the IUPAC name for the following molecules.
(f)...

Question

Provide the IUPAC name for the following molecules.

(f) Cyclooctane ring with bromine and thiol groups attached, showing stereochemistry with wedge and dash bonds.

Accepted Answer

Hey, everyone. And welcome back to another video, determine the Iupac name of the file. And in this problem, we're given a cyclic th since our s age group is bonded to a ring, our first step is to identify the name of the parent. Whenever we have a cyclic, tho we're going to use the following notation. We're going to say that the para name is Cyclo Alcaine file. Now ALCA, right. What is it? It's a general name which will define the number of carbon atoms within the ring. So how many carbon atoms do we have within our ring? We have a total of seven carbon atoms which corresponds to heptane and that means our parent becomes Cyclo Haan. We replace al gain with Hap Sane based on the identity of the ring and then finish our name with file. That would be our parents. Now, we want to enumerate our rank, making sure that we minimize the locus or the positions of the substitutions. So we can go clockwise or counterclockwise. If we go clockwise, we have two substitutions bonded to carbons three and five, which minimizes the positions. Otherwise we would have 123456, that'd be four and six instead of three and five, both of which are greater, right? So we are trying to minimize the locus and to do that, we have to go clockwise. Also recall that carbon number one always defines the tho group itself. So that's why we had only two possibilities. Now, we said that we are going to enumerate in a clockwise direction. And now step number three is to define those substitutions. Carbon number three has a metal group. Now, carbon number five is bonded to chlorine. So we have our chloro group. Now we can combine all of this information. Let's start with the substations and let's recall that we want to arrange them alphabetically. So first of all, we will add Chloro, meaning that would be five chloro followed by mail. And since we are done with our substitutions, we are going to simply add the name of the parent Cyclo Heptane file. However, since we are given a specific stereo chemistry, we also want to define the configurations of the chiral centers. So step number four is to define R and S configurations. Let's start with carbon number one, which is bonded to DS H group. We have to draw the implicit hygiene atom which is pointing up and assigned the priorities high chain definitely gets the lowest priority because it has the lowest atomic number and sulfur gets the highest priority based on the fact that it has the greatest atomic number then between the two carbon atoms. We understand that first of all, we have two C, two groups which are equivalent. And then we have CH two versus CHC. So apparently CHC will be greater in priority because we have a competition between hydrogen and carbon. That means we're going to assign priority number two to the right side, priority number three to the left side. And when we think about the rotation going from 1 to 2 to 3, that would be R. But actually we go, we are going to swap it and say that it's based on the fact that priority number four is pointing up instead of down. So instead of saying it's R, we have to switch it to s to make sure that priority number four is pointing down. So first of all, we're going to say one s that's what we got. And from here, we're going to consider carbon number three. So now let's erase everything. And let's consider carbon number three. Once again, we have an implicit hygiene which is pointing down. So we will not need to reverse our configuration. Hydrogen gets the lowest priority of four. And now we are considering three carbon atoms. Now we have the methyl group which is C three and then we have CHT on each side of the ring. So each carbon atom from the seeds to group is bond. It's another carbon. So we have a difference between one hydrogen and one carbon, meaning the metal group will get priority number three, the second lowest priority and uh between the two siege two groups so far, they are equivalent. Moving on, we have carbon bonded to sulfur and carbon bonded to chlorine. Since chlorine has a greater atomic number than sulfur, that means we are going to assign priority number one to the left side of the ring and priority number two to the right side of the ring. Now, if we trace our path from 1 to 2 to 3, we noticed that we have an R configuration, we're going clockwise. So that means we have, we are and finally, we want to add carbon number five. So let's erase our work. And let's consider the carbon atom that is bonded to chlorine. Once again, we have an implicit hydrogen which is pointing up, chlorine gets the highest priority. Hydro gets the lowest priority. And now between the two carbon atoms or so, we have equivalent siege two groups followed by CH two versus CHC, which will be greater in priority because we have a difference between one hydrogen and one carbon. So that means we are assigning priority number two to the bottom side and priority number three to the top side. Thinking about rotation, we're going counterclockwise, but the lowest priority is pointing up. So that counterclockwise rotation will actually correspond to R because we have to flip it based on the con angle pre log rules. Thus, we have five R and to finally assign our name, we are just going to start with the configurations of the chiral positions. So that's our first task. Let's essentially make sure that they're closer to each other because there should be no spaces. Then we're going to add a dash and simply add the name that we found out previously prior to assigning those configurations. Therefore, the final name of the given cyclic thol is one S we R five, R five Chloro, we methyl cyclo heptane. Tho Thank you very much for watching.

Provide the IUPAC name for the following molecules.
(f)

Key Concepts

IUPAC Nomenclature

Functional Groups

Carbon Chain Identification

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