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Ch.23 - Organic and Biological Chemistry

Chapter 23, Problem 23.30

Convert the following model into a condensed structure and line drawing. Draw the structures of two isomeric compounds.

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Welcome back everyone. For the following model of a molecule draw its condensed and align angle formulas and the structures of its two isomers. First of all, let's recall the color coding of atoms. If we have a white atom, that would be hydrogen. If we have a gray atom, that would be carbon. And if we have a red atom, that would be oxygen, so we can begin from left to right. On the left side, we have 12345 carbon total. We can begin with a five member chain, 1234 and five. And now we're just going to add the missing hydrogens. We have two hydrogens bonded to the first carbon. So that would be ch two, then we clearly have a double bond followed by carbon with one hydrogen. Now the third carbon has two hydrogens, the fourth carbon contains one hydrogen as well as oxygen that is bonded to hydrogen. So we have an alcohol group. Oh right. And finally, at the end of the chain, we have carbon that is bonded to three hydrogens. Now we want to turn this into a condensed formula for the condensed formula. We want to hide all of these bonds. So we can just begin with H two C followed by CH, then we have CH two, then we have C and this is where we need to add parentheses because that CH is bonded to, oh right. So parentheses essentially indicated that there is a substituent bonded to the previously written carbon. And finally, we have CH three at the end of the chain. So that's our condensed formula. And now we want to also give a line angle formula. So what we're going to do is just draw a five member chain using lines 12345 carbon atoms total. We're going to indicate the presence of a double bond, right. And of course, at the end of the chain, we have our alcohol group. So we're going to indicate the carbon oxygen bond, that would be our align angle structure. And from here, we want to draw two isomers, meaning we can simply draw constitutional isomers, meaning we want to change the linkage of our atoms. For example, one of the ways to do that is just to move the age group to carbon number three, right? So let's see that we are just going to draw the same line angle structure. But now, instead of the age group being bonded to carbon number two, we're going to move it to carbon number three, we can also draw another constitutional isomer. If we just take the five member chain, we can keep the great and just move the age group at a different position. What if we move it at the end of the chain to turn this into a primary alcohol? We will also need to add an extra carbon and we can add it anywhere in our chain. We can just add it, add carbon number three, basically in the middle of the chain. So we have our three structures, the original one and two constitutional isomers, we simply want to add the condensed structures. And for the second structure, we once again have CH two bonded CC. So nothing changes here. Followed by another CH right, this is carbon that contains three bonds, meaning there's one implicit hydrogen. And of course, we want to add brands to indicate the oh substituent. And then of course, we have C two C three at the end of the chain. Since every carbon must have four bonds total, we see one of them with two bonds. And at the end of the chain, we have carbon with a one visible bond, meaning there are three implicit hydrogens. And now moving on to the final structure, we once again have CH two, followed by CH, followed by another C because we have carbon with three bonds that contains a metal group. So we're going to use brain C to indicate the presence of CH three followed by C H2O H. Well, then we have our condensed and line angle structure. Remember that condensed structures will never indicate any bonds. And for the line angle structures, we are essentially showing the carbon carbon bonds as lines. We are not showing implicit hydrogens unless those hydrogens belong to hetero atoms. And that's it. Thank you for watching.