What I want to do is I want to plot an energy diagram with these degrees, and I want to show you guys what that means and how that actually translates. Okay? Now, I know this is going to be your first interaction with an energy diagram or one of your first interactions, so I'm just going to explain how this works. Alright? Energy is on the y-axis over here and as you go up, you basically get less stable. Is that cool? And then on the x-axis, I'm going to have the dihedral angle. Okay? So I'm going to go ahead and start off at 0, 0 degrees and then I'm going to go by groups of 60. So I'm going to have 60, 120, 180, 240, 300, and then 360. Is that cool? Alright. So what I want to do is go ahead and start off; we don't have numbers, and I don't want you to worry about exact numbers. I just want to get a general pattern of what this is going to look like as it rotates. So basically, what I'm doing is I'm drawing a map of what the energy instability looks like as this bond rotates a full cycle or whatever. Okay? So let's go ahead and start off with 0. 0 degrees is what kind of energy? Is it the highest, lowest, middle? What is it? Zero degrees is eclipsed. That means that they're perfectly overlapped, which means that this is going to be the highest energy. So I want to pick a point that's really high on my energy diagram. Do I need to know exactly what energy? No. I just want to pick a high point. Is that cool? Now let's look at 60 degrees. 60 degrees would be gauche. We said that gauche is more stable than eclipse. So what I should do is I should pick a spot that's lower. So I'm going to pick a spot like right here. Alright? So that means that as I rotate from 0 to 60, I'm getting better. My energy is getting less, which means that I am also getting more stable. Is that cool? Alright. So then we go to 120. Okay? Well, actually, let's go to 180 first since that's the one that we have plotted out and then we'll do the 120. Okay. So for 180, 180 would be that they're perfectly far apart, which means that they are the most stable they can be. So at 180, where should I plot that point? I should plot that point at the lowest point of my graph. That's going to be the most stable point on my graph. Alright? Cool. So then let's go ahead and plot these again if we kept going. So if I basically added another 120 degrees, I would get back to the 60-degree spot, but I would get to the 60-degree spot the other way. And then finally, after 360 degrees, I would get back to a full cycle where they're overlapping again. So then I would pick a high spot. Okay? Now I know that it's difficult to visualize what maybe that second blue spot looked like, so I'll actually draw it. So remember that this first red one would just be like this. It would be, let's say you have X and X and they're overlapping. Okay? So that would be our and then you have basically all these are like H's. Okay? I'm just writing X because I don't want to draw the entire thing. Okay? Actually yeah, that's fine. Well actually, it says here to plot down the C3 C4 bond of hexane. What does that mean? We should actually talk about that. I'm sorry I forgot to mention that. Okay. What that means is that they want us to show down the bond of the 3rd carbon and the 4th carbon what the different energy levels would be. Notice that what's coming off of the first half would be an ethyl group and what's coming off of the second half would be an ethyl group as well. Because the 2 in the middle are the part that is in the Newman projection. Those 2 are the front and the back of the Newman projection. Okay? So what that means is that I could just instead of writing XX, I could just write ETEt, where Et stands for ethyl. Okay? And that's actually a really common abbreviation of ethyl is just to write Et. Okay? Now, let's go down to 60. 60 would mean that now one of the ethyls is still facing the top, but now the other ethyl is to the side. Does that make sense? Cool. So now they're a little bit more stable. Then 180 would mean that one ethyl is facing up, and one ethyl is facing down. Okay? Well then, where am I getting this other blue spot from? Well, the other blue spot would be if I just continued rotating this, what I would eventually get is that this Et is still at the top but then now this Et just got 60 degrees away again, but now it's on the other side. And then finally, this one would be if the Et's overlap again. Alright? So now you're probably wondering about the one twenties. The one twenties don't have a name that we use often in organic chemistry, but you could imagine that what's happening is that at the one twenties, I'm going to get an Et here and then I'm also going to get an Et here, overlapping with an H. Hh. So that means that for one twenties, everything is overlapping again. Okay? So that means this is actually going to be a higher energy point. So this one would actually be up here somewhere. And then this one would be up here somewhere. Okay? So now we've finally got our energy diagram. All we have to do is connect the dots. And when we connect the dots, we're going to get something that looks like this. Basically, down here, then up, then down, then up, then down, and then back up. Okay? And that is your energy diagram as you rotate along the bond. What that basically says is that you start off at the worst spot, then you go 60 degrees, and it gets a lot better. Then you go 120 degrees, and it gets worse again. Then you go 180, and it gets the best. Then you come back and do 240, and that's pretty bad because everything's overlapping. Then you do 300, and that is a little bit better than 240 because now things are staggered. And then finally, 360 is the same as 0. Okay. I know it looks silly with me doing the whole clock thing, but hopefully, that helps you guys relate to this diagram. Now the reason I went into such depth with this diagram is that some professors want you to be able to draw this or at least recognize what's going on with these dihedral angle diagrams. Okay? So I just want you guys to understand that hopefully, now you should easily know that anti is the best, eclipsed is the worst, and gauche is in the middle. And you should also be familiar with their dihedral angles.
- 1. A Review of General Chemistry5h 5m
- Summary23m
- Intro to Organic Chemistry5m
- Atomic Structure16m
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- Sigma and Pi Bonds9m
- Octet Rule12m
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- 2. Molecular Representations1h 14m
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- 11. Radical Reactions1h 58m
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- Thiol Reactions6m
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- 13. Alcohols and Carbonyl Compounds2h 17m
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- NMR Integration18m
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- Carbon NMR4m
- Structure Determination without Mass Spect47m
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- 16. Conjugated Systems6h 13m
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- Orbital Diagram:3-atoms- Allylic Ions13m
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- Orbital Diagram:Excited States4m
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- 20. Phenols55m
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- Addition of Amine Derivatives5m
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- 22. Carboxylic Acid Derivatives: NAS2h 51m
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- Review of Nitriles46m
- 23. The Chemistry of Thioesters, Phophate Ester and Phosphate Anhydrides1h 10m
- 24. Enolate Chemistry: Reactions at the Alpha-Carbon1h 53m
- Tautomerization9m
- Tautomers of Dicarbonyl Compounds6m
- Enolate4m
- Acid-Catalyzed Alpha-Halogentation4m
- Base-Catalyzed Alpha-Halogentation3m
- Haloform Reaction8m
- Hell-Volhard-Zelinski Reaction3m
- Overview of Alpha-Alkylations and Acylations5m
- Enolate Alkylation and Acylation12m
- Enamine Alkylation and Acylation16m
- Beta-Dicarbonyl Synthesis Pathway7m
- Acetoacetic Ester Synthesis13m
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- 25. Condensation Chemistry2h 9m
- 26. Amines1h 43m
- 27. Heterocycles2h 0m
- Nomenclature of Heterocycles15m
- Acid-Base Properties of Nitrogen Heterocycles10m
- Reactions of Pyrrole, Furan, and Thiophene13m
- Directing Effects in Substituted Pyrroles, Furans, and Thiophenes16m
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- 28. Carbohydrates5h 53m
- Monosaccharide20m
- Monosaccharides - D and L Isomerism9m
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- Mutarotation11m
- Epimerization9m
- Monosaccharides - Aldose-Ketose Rearrangement8m
- Monosaccharides - Alkylation10m
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- Glycoside6m
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- Monosaccharides - Kiliani-Fischer23m
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- Disaccharide30m
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- 29. Amino Acids3h 20m
- Proteins and Amino Acids19m
- L and D Amino Acids14m
- Polar Amino Acids14m
- Amino Acid Chart18m
- Acid-Base Properties of Amino Acids33m
- Isoelectric Point14m
- Amino Acid Synthesis: HVZ Method12m
- Synthesis of Amino Acids: Acetamidomalonic Ester Synthesis16m
- Synthesis of Amino Acids: N-Phthalimidomalonic Ester Synthesis13m
- Synthesis of Amino Acids: Strecker Synthesis13m
- Reactions of Amino Acids: Esterification7m
- Reactions of Amino Acids: Acylation3m
- Reactions of Amino Acids: Hydrogenolysis6m
- Reactions of Amino Acids: Ninhydrin Test11m
- 30. Peptides and Proteins2h 42m
- Peptides12m
- Primary Protein Structure4m
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- Tertiary Protein Structure11m
- Disulfide Bonds17m
- Quaternary Protein Structure10m
- Summary of Protein Structure7m
- Intro to Peptide Sequencing2m
- Peptide Sequencing: Partial Hydrolysis25m
- Peptide Sequencing: Partial Hydrolysis with Cyanogen Bromide7m
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- Merrifield Solid-Phase Peptide Synthesis18m
- 31. Catalysis in Organic Reactions1h 30m
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- 33. The Organic Chemistry of Metabolic Pathways2h 52m
- Intro to Metabolism6m
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- Energy Production in Biochemical Pathways5m
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- Glycolysis Summary15m
- Pyruvate Oxidation (Simplified)4m
- Anaerobic Respiration11m
- Catabolism of Fats: Glycerol Metabolism11m
- Intro to Citric Acid Cycle7m
- Structures of the Citric Acid Cycle19m
- The Citric Acid Cycle35m
- 34. Nucleic Acids1h 32m
- 35. Transition Metals6h 14m
- Electron Configuration of Elements45m
- Coordination Complexes20m
- Ligands24m
- Electron Counting10m
- The 18 and 16 Electron Rule13m
- Cross-Coupling General Reactions40m
- Heck Reaction40m
- Stille Reaction13m
- Suzuki Reaction25m
- Sonogashira Coupling Reaction17m
- Fukuyama Coupling Reaction15m
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- Negishi Coupling Reaction16m
- Buchwald-Hartwig Amination Reaction19m
- Eglinton Reaction17m
- Catalytic Allylic Alkylation18m
- Alkene Metathesis23m
- 36. Synthetic Polymers1h 49m
- Introduction to Polymers6m
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- Radical Polymerization15m
- Cationic Polymerization8m
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- Step-Growth Polymers: Urethane6m
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- Polymers Structure and Properties8m
4. Alkanes and Cycloalkanes
Newman Projections
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Newman Projections practice set
