1 00:00:16,499 --> 00:00:17,667 Now why does this matter? 2 00:00:17,667 --> 00:00:23,273 And I'm going to tell you an example of why this matters. 3 00:00:23,273 --> 00:00:29,713 I'm talking about delocalization to stabilize. 4 00:00:29,713 --> 00:00:34,417 And I'm talking about how the actual structure of a molecule 5 00:00:34,417 --> 00:00:39,689 isn't this rigid two bonds here, one bond there, 6 00:00:39,689 --> 00:00:43,293 that's not what that says, but it was in ozone. 7 00:00:43,293 --> 00:00:46,763 But it's this shared equivalent bonds 8 00:00:46,763 --> 00:00:49,332 where the electron is shared and the whole system is lowered. 9 00:00:49,332 --> 00:00:53,603 Now, there is one molecule where this is very much important 10 00:00:53,603 --> 00:00:55,605 and dictates all of its chemical behavior. 11 00:00:55,605 --> 00:00:57,440 And that's benzene. 12 00:00:57,440 --> 00:01:02,979 And back in the day, in the 1930s, oh, by the way, 13 00:01:02,979 --> 00:01:05,147 Pauling, electronegativity scale. we 14 00:01:05,147 --> 00:01:06,983 talked about him on Wednesday. 15 00:01:06,983 --> 00:01:09,419 But back in the day, they didn't know what benzene was. 16 00:01:09,419 --> 00:01:11,054 They could kind of measure some things. 17 00:01:11,054 --> 00:01:13,056 But none of it worked. 18 00:01:13,056 --> 00:01:16,059 And Pauling wrote a number of structural formulae 19 00:01:16,059 --> 00:01:18,928 have been proposed for benzene, but none of them 20 00:01:18,928 --> 00:01:23,066 is free from very serious objections. 21 00:01:23,066 --> 00:01:24,934 The way they wrote stuff. 22 00:01:24,934 --> 00:01:26,803 Look at these shapes for benzene. 23 00:01:26,803 --> 00:01:31,374 If we don't know the right shape and why you have the right 24 00:01:31,374 --> 00:01:35,979 shape for benzene, then we cannot understand all 25 00:01:35,979 --> 00:01:39,816 of the mega amounts of organic chemistry that we do with 26 00:01:39,816 --> 00:01:40,917 benzene. 27 00:01:40,917 --> 00:01:43,119 So this is what's happening with benzene. 28 00:01:43,119 --> 00:01:47,057 You have these two structures that benzene actually averages 29 00:01:47,057 --> 00:01:48,958 over. 30 00:01:48,958 --> 00:01:50,727 These are resonance structures. 31 00:01:50,727 --> 00:01:53,463 Back in the day, they called them Kekulé structures 32 00:01:53,463 --> 00:01:57,400 because Kekulé, as you can see, was kind of close and thought 33 00:01:57,400 --> 00:01:58,468 about this as well. 34 00:01:58,468 --> 00:01:59,769 These are resonance structures. 35 00:01:59,769 --> 00:02:01,738 It totally dictates the chemistry 36 00:02:01,738 --> 00:02:06,376 of benzene, which then leads to massive amounts of things 37 00:02:06,376 --> 00:02:08,211 that we do with benzene. 38 00:02:08,211 --> 00:02:09,878 Because with benzene, and this is just, 39 00:02:09,878 --> 00:02:11,548 we don't need to look at this in detail, 40 00:02:11,548 --> 00:02:16,419 this is an example of a few out of almost unlimited variations 41 00:02:16,419 --> 00:02:17,754 of benzene that we can make. 42 00:02:17,754 --> 00:02:19,722 Because we can take one of those hydrogen atoms 43 00:02:19,722 --> 00:02:22,992 and put something on it, or two places. 44 00:02:22,992 --> 00:02:26,396 And each time we do that, we get a different material, 45 00:02:26,396 --> 00:02:28,131 a different molecule that gives us 46 00:02:28,131 --> 00:02:30,033 different properties and different uses. 47 00:02:32,702 --> 00:02:36,372 But all of this, even though we draw it, still 48 00:02:36,372 --> 00:02:41,611 with those lines, we know that inside, it's delocalized. 49 00:02:41,611 --> 00:02:42,345 It's delocalized. 50 00:02:42,345 --> 00:02:44,280 Well, it might change once you add stuff to it. 51 00:02:44,280 --> 00:02:47,917 But by itself here, by itself here, it's delocalized. 52 00:02:47,917 --> 00:02:50,620 And that sets up the properties of benzene. 53 00:02:50,620 --> 00:02:54,591 Now OK, let's go a little farther. 54 00:02:54,591 --> 00:02:57,527 So I like these last two here. 55 00:02:57,527 --> 00:03:01,798 Naphthalene, now, you can keep on going, 56 00:03:01,798 --> 00:03:03,800 and keep adding benzenes, and we're 57 00:03:03,800 --> 00:03:05,535 going to get somewhere that I really love. 58 00:03:08,171 --> 00:03:10,406 This is getting me excited. 59 00:03:10,406 --> 00:03:12,675 Oh, look I'm going to add one there. 60 00:03:12,675 --> 00:03:15,478 I'm just going to keep adding benzene. 61 00:03:15,478 --> 00:03:21,718 Now I could stay here, oh, don't get benzene wrong. 62 00:03:21,718 --> 00:03:23,920 I can keep going. 63 00:03:23,920 --> 00:03:27,657 And if I kept going, I might get sheets of benzene 64 00:03:27,657 --> 00:03:29,959 that are now called graphene. 65 00:03:29,959 --> 00:03:32,495 And if I stack those up, I've got graphite. 66 00:03:32,495 --> 00:03:33,463 I've got graphite. 67 00:03:33,463 --> 00:03:34,964 That's what graphite is. 68 00:03:34,964 --> 00:03:36,833 It's these very large sheets of benzene. 69 00:03:36,833 --> 00:03:41,070 Now, there are two very well-known phases 70 00:03:41,070 --> 00:03:42,704 of pure carbon. 71 00:03:42,704 --> 00:03:44,574 One is diamond. 72 00:03:44,574 --> 00:03:46,341 And the other is graphite. 73 00:03:46,341 --> 00:03:48,144 Does anybody know which one is more stable? 74 00:03:51,047 --> 00:03:53,349 How many people think graphite? 75 00:03:53,349 --> 00:03:55,218 How many people think diamonds are forever? 76 00:03:59,422 --> 00:04:04,594 I'm giving you guys some advice, especially like, you're out, 77 00:04:04,594 --> 00:04:06,829 and maybe you're out on a date. 78 00:04:06,829 --> 00:04:09,032 And it's the weekend. 79 00:04:09,032 --> 00:04:11,167 And there's a candle. 80 00:04:11,167 --> 00:04:13,403 And you've talked about combustion. 81 00:04:13,403 --> 00:04:14,603 And you've written that down. 82 00:04:14,603 --> 00:04:17,606 And you talked about how long you have in that room, 83 00:04:17,606 --> 00:04:20,810 because you know about oxygen and the limiting reagent 84 00:04:20,810 --> 00:04:22,278 that it's either you or the candle. 85 00:04:22,278 --> 00:04:23,146 We talked about that. 86 00:04:23,146 --> 00:04:25,381 We also talked about how you need your periodic table 87 00:04:25,381 --> 00:04:26,216 on that date. 88 00:04:26,216 --> 00:04:29,185 And how you may need your spectroscope, 89 00:04:29,185 --> 00:04:33,189 because they might give you an LED candle instead. 90 00:04:33,189 --> 00:04:35,191 You need to talk about LEDs. 91 00:04:35,191 --> 00:04:38,228 And I'm not saying that all of these conversations involving 92 00:04:38,228 --> 00:04:39,662 knowledge you gained in this class 93 00:04:39,662 --> 00:04:41,431 will lead to this place of seriousness, 94 00:04:41,431 --> 00:04:43,299 but it could lead to engagement. 95 00:04:43,299 --> 00:04:44,801 It could. 96 00:04:44,801 --> 00:04:47,670 And now, some people when they get engaged, 97 00:04:47,670 --> 00:04:51,207 one person buys the other a ring. 98 00:04:51,207 --> 00:04:54,911 And sometimes that involves this material. 99 00:04:54,911 --> 00:05:00,116 My point to you right now is when you go to the store, 100 00:05:00,116 --> 00:05:02,785 maybe it's Tiffany's, maybe it's somewhere else, 101 00:05:02,785 --> 00:05:06,656 and you buy that ring, ask for a warranty. 102 00:05:06,656 --> 00:05:12,829 And make sure it's about 100,000 years, because after that time, 103 00:05:12,829 --> 00:05:14,831 that ring is going to turn into graphite, 104 00:05:14,831 --> 00:05:18,701 because graphite is the lowest most energetically 105 00:05:18,701 --> 00:05:20,970 stable form of carbon. 106 00:05:20,970 --> 00:05:22,805 So I'm just, again, always trying to help. 107 00:05:22,805 --> 00:05:28,344 But this is the most stable form of carbon. 108 00:05:28,344 --> 00:05:31,748 And it's a bunch of benzene, but repeated. 109 00:05:31,748 --> 00:05:33,249 Not benzene, the hydrogens are gone. 110 00:05:33,249 --> 00:05:35,451 It's just pure graphene, but repeated 111 00:05:35,451 --> 00:05:38,888 in these beautiful rings. 112 00:05:38,888 --> 00:05:43,126 And when we come back to hybridisation 113 00:05:43,126 --> 00:05:46,129 and molecular orbitals, which we'll start after exam one, 114 00:05:46,129 --> 00:05:48,431 you'll see other beautiful properties 115 00:05:48,431 --> 00:05:50,400 of structures like this. 116 00:05:50,400 --> 00:05:56,139 By the way, speaking of seeing, you can see this material. 117 00:05:56,139 --> 00:05:59,175 What are you throwing at this material to see it like that? 118 00:05:59,175 --> 00:06:05,114 Not light, not photons, you're throwing electrons. 119 00:06:05,114 --> 00:06:07,717 I just came across this the other day in Wired, 120 00:06:07,717 --> 00:06:10,720 New microscope shows the quantum world in crazy detail. 121 00:06:10,720 --> 00:06:13,156 They took electrons and they shine it 122 00:06:13,156 --> 00:06:15,558 on these little particles of platinum and iron. 123 00:06:15,558 --> 00:06:18,227 And they're able to literally see every single atom as they 124 00:06:18,227 --> 00:06:20,430 break apart the particle. 125 00:06:20,430 --> 00:06:21,864 By just throwing electrons at it, 126 00:06:21,864 --> 00:06:24,233 they say, the transmission electron microscope 127 00:06:24,233 --> 00:06:26,736 was designed to break records. 128 00:06:26,736 --> 00:06:28,371 Using its beam of electrons, scientists 129 00:06:28,371 --> 00:06:30,807 have glimpsed many types of viruses, et cetera, et cetera. 130 00:06:30,807 --> 00:06:35,345 They got down to 0.4 angstrom resolution in that work. 131 00:06:35,345 --> 00:06:36,479 It's a beautiful thing. 132 00:06:36,479 --> 00:06:38,448 And being able to see these materials 133 00:06:38,448 --> 00:06:41,718 has revolutionized what we can do with them.