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Look at the following structure of the female hormone estrone, and tell whether each of the two indicated ring-fusions is cis or trans....

Question

Look at the following structure of the female hormone estrone, and tell whether each of the two indicated ring-fusions is cis or trans.

Look at the following structure of the female hormone estrone, and tell whether each of the two indicated ring-fusions is cis or trans.



Answers

Look at the following structure of the female hormone estrone, and tell whether each of the two indicated ring-fusions is cis or trans.

It began with part B and drawing the chair confirmation of Compound B. Which should be this if you assume that the Green Adams Ark. Laurean's. So let's go back to part a label. Each substitute is axillary territorial. Starting with this chloride, the hydrogen is going straight up. Is AC sealed? So the chlorine is equatorial? It's not going straight up or straight down like this. Chlorine is Therefore it is Axl, and so is theme. Ethel Group is also axial. This is how you would draw the three ring system and to define the cyst versus Trans of the three ring system. Here we can see that both of the hydrogen are going up relative to the other two groups attached. So here the carbon group's going down here. The carbon group's going down relative to the hydrogen Sze. Therefore, this is assists fusion both of the hydrogen czar on the same side. For this ring fusion, we have one method group going up in a hydrogen going down, which is a transfusion so trans, because the two groups are on opposite sides

This is the answer to Chapter 30 problem number 16 from the Smith Organic Chemistry Textbook. And in this problem, we're asked to draw the structure of a steroid molecule first harassed for the skeletal structure. And then we're asked for the, um, structure with sterile chemistry incorporated eso I've started by just drawing the standard for few string structure that all steroid molecules share. So this is the basic skeletal structure for steroid 36 member grains on day five member. Great. So then, in this particular molecule, the first thing that we're told eyes that there are carbon yells at C three and C 17 so we can go ahead and draw them in. So there is a C three, Uh, and here is C 17. So there are car new groups. Um, we're told that there is, ah, double bond between carbons four and five. So double bond between carbons four and five on. Then we're told that there are two methods groups one at carbon 10 and one at carbon 13. And so carbon 10 and carbon 13. And so that's that completes part A of this problem. So then, for part B were asked to incorporate stereo chemistry. Uh, but molecules Exactly the same. So we can go ahead and we can put our double bond and put our carbon. Neal's back in. Uh, and then we're told that the Meta group at Sea 10 has the R configuration. So the R configuration is going to make that a wedged double bond. And then we're told that the Meta group at C 13 has an s configuration, and in this instance, that means it's also going to be wedged who that means it will also be wedged. As I said, there's the wedge. We can label them if you'd like. So this is our at sea 10. This is s, uh, C 13 and then the only other piece of information that were asked to include is that the ring junctures have trans stereo chemistry. So, um, the metal group, etc. 10 is wedged. So the hydrogen on the other side of the ring juncture eyes going to be dashed. And then the same is gonna be true for this hydrogen that's across from the method group at sea 13. So that hydrogen is also dashed on dhe. That's, uh, everything that we've been asked to draw for this molecule. So that completes part B of this answer. They're too Chapter 30. Problem number 16.

Right when they look for Cairo carbons. We're looking for a carbon that has four different groups attached to it or bonded to it as we look at this, remember, we can't see the hydrogen is on the structure, but we're looking for anything that doesn't have repeating things on a carp. Right? So first, when I see is the one with the O. H. So when we look at the hydroxide group at the top, you're this Corbin here. Great. That's going to be Kyra Ll. Because it has. Ohh. Has that hydrogen as well as these two separate carbon groups here. All right, here's another one. So we have a metal group, and then we have three different carbon bonds within this train on that same token where we have these two rings connected to each other and those have to completely the hydrogen attached as well. A cz three different carbons. We have a similar thing here in the hydrogen with three different carbons and similar thing there. So we have five carol carbons in this structure.

Let's first identify all the functional groups attached to the double bond. Here we have an Isil Pro Bowl group. Here we have a muffled group. Over here we have and Ethel Group. Over here we have an isopropyl group. Since we have to isil pro poor groups attached the same side of the double bond. This is a sis configuration.


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