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Table 13.1bp: (C) Phenylhydrazone Semicarbazone 24-Dinitrophenyl: Compound (mp: ') (mp ') hydrazone (mp- Propionaldehyde 154.89 455 Acetone 187 126 2-Buta...

Question

Table 13.1bp: (C) Phenylhydrazone Semicarbazone 24-Dinitrophenyl: Compound (mp: ') (mp ') hydrazone (mp- Propionaldehyde 154.89 455 Acetone 187 126 2-Butanone 146 14 n-Butyraldehyde 106_ 123 3-Pentanone 139 156 Cyclopentanone_ 205 142 E G0 2 Heptanone 123 90 n-Heptaldehyde 109 108 97 Cyclohexanone 166 162 2-Furuldehyde 202 229,212 {33 2-Octanone oil 123 Benzaldehyde 179 158 222 237 Acetophenone 202 105 199 239 p-Tolualdehyde 204 234,.215 234 Notc: Two melting values nt given for sonie

Table 13.1 bp: (C) Phenylhydrazone Semicarbazone 24-Dinitrophenyl: Compound (mp: ') (mp ') hydrazone (mp- Propionaldehyde 154.89 455 Acetone 187 126 2-Butanone 146 14 n-Butyraldehyde 106_ 123 3-Pentanone 139 156 Cyclopentanone_ 205 142 E G0 2 Heptanone 123 90 n-Heptaldehyde 109 108 97 Cyclohexanone 166 162 2-Furuldehyde 202 229,212 {33 2-Octanone oil 123 Benzaldehyde 179 158 222 237 Acetophenone 202 105 199 239 p-Tolualdehyde 204 234,.215 234 Notc: Two melting values nt given for sonie derivatives since they may occur in syn Or anti geometrical isomers or in different polymorphic forms_



Answers

Heats of hydrogenation of three alkenes are as follows: 2-methyl-1-butene $\left(-119 \mathrm{kJ} \mathrm{mol}^{-1}\right)$ 3-methyl-1-butene $\left(-127 \mathrm{kJ} \mathrm{mol}^{-1}\right)$ 2-methyl-2-butenc $\left(-113 \mathrm{kJ} \mathrm{mol}^{-1}\right)$
(a) Write the structure of each alkene and classify it as to whether its doubly bonded atoms are monosubstituted, disubstituted, trisubstituted, or tetrasubstituted. (b) Write the structure of the product formed when each alkene is hydrogenated. (c) Can heats of hydrogenation be used to relate the relative stabilities of these three alkenes? (d) If so, what is the predicted order of stability? If not, why not? (e) What other alkene isomers are possible for these alkenes? Write their structures. (f) What are the relative stabilities among just these isomers?

First, let's do old possible damn usual cycle prep pains. One. Then it was like nothing we want to says Damn it! To miss recycled propane Run to dance dime. It'll cycle appropriate in another run to drills. Dan, it's encyclopedia. Yeah, A. And see a constitutional ice arrests because he contains one coordinated carbon and see doesn't hell run. This difference is enough to kill that Settles are connected in different orders and you can see in beer. Also, institutional ice amiss with the same. It is, um, B and C. The are their streamers. They're both want to date me. It'll cycle per pains. So ends are connected in the same order that scare my service. But they're not mirror images so that that's German. See, indeed, they are sterile ice emus, and there are mirror images. It means CNG are an internist. Come, Bond is a cardinal. It was a lame similarly, but I know we'll meet about this bank Indyk Ordinary carbon B is a cardinal because a blend of seeming to you kind of through the myrtle seeking Here they are, Kyle, they don't have a plan, will see me here. And there are in your images and then your friend see you alone would be optical active on the kind of compounds alone are after Cally active. So si ngl What compounds here playing the symmetry? It can't be. Yeah, boarding boils and be they will every different boarding points There are institutional ice and rest B and C are the experiments. They also have different boring points. Seon year There are in London, Miss. They will have same boiling points and same properties in being in the garden environment. Yeah. Which one is in the compound? Be? Is it music? Umberg Music Compound is a a Kyle Come bold with Kyle Centers Because of the plan of symmetry those kyle centers of the irritation cancel each other Jew miss just C l d There were no particular. It's a serious Mr Irritation off seeing gear is equal but in the opposite directions. So the 11 Mr will cancel all rotation and the mission will articulate You want me? Sure, being in C be hers. Law Tradition in the sea has tradition, so that nature we'll have an optical rotation because of the presence full kind of comparison. See

Hi every month. So we'll brain here element then percentage than atomic ratio, then simplest atomic ratio I and lashed all numbers. So 11 days you can say carbon. So percentages 45 58 Atomic ratio can be gullibility by dividing percentage competition Develop atomic mass. So 40 point p eight a month. 12 Nothing but 3.38. Okay, the next seventies intrusion that is two point, not four. So two point not for divided by one will get two point not four. Then my approach and 9.46. You had a by 14 will get 140.67 then chlorine. Yeah, 47 point 92. You are directed to free point For you you get 1.30 for you smallest atomic ratio 0.67. And that's why 3.38 upon 0.67. He lives in place to atomic ratio by my nod for and two point not for upon point. 67 will get three point 044 then 0.67 upon 0.67 11.30 for you upon 0.67. 2.1 for you. So you know point not for this correctly rounded as they for you, then erosion as a three. Then my approaching has one on glory. Nous duke No. Since stings the simplest atomic ratio of simple Eshed atomic that a shelf carbon is too heterogeneous. Took my erogenous to chlorine IANs We can say file is to three is toe one is toe to and therefore the formula of the components the law off the components See for you H green young theory in Seattle from the spectroscopic data 7.66 trip plated Jason 26 holes indicate that the CH, which is coupled toe to ch, actually signal coupling on board the chemical sector at 7.31 Delta 7.66 Bill That shows that you play daisy called to 7.68 cents. Okay. And some 0.31 basic all toe. 7.68 said this indicates the structure as a to six dyke Laura. Very lean. Sure. 26 night. Laurel. Be reading number six. Died Chlor off building on this Fred Ocean. It shows it replayed at 7.66 This is some 0.30 on this. Also, some 0.31 then next Chinese compound. Oh, be, uh, you know, 8.64. That late 8.64. Double edged. A complain constantly is 2.1, I'd said. And eight points. 25 replayed The coupling constant off 2.18 shade indicates that 8.64 It's, uh, contribution towards the nitrogen. Yeah, okay. On. And there is to erosion actors in nitrogen that shows at 8.64 the middle hydrogen shows a 0.20 for you. And therefore, the structure of the compound is three for you Die, Clara. Period in three for you, three for you. Okay, Di chloral period in. Then see struck Cherries. Okay. You know, in a lot of data at 8.17, the build of late complete God Stunt three on 0.38 ST This indicate vision. Algae like coupling. Then a 0.13 again develop late. There is it called nine on day three. It said than some 0.68 doubled up. Played this he called tau 9.38 Said this immigrants to find out Laura building structure for you by chloral period in structure. God, take my night Global period in sculpture. So first of all, when brought the structure look mhm, Yes, Yes. Okay. Yeah. Okay. Right. Do for you. Yes. Um okay. Okay. This Sunday do then the seeds flying. You see? It's who for you Di Gloria building. So this illusion it will send a 0.70. This is the same 0.6 state. This is a 0.23. Thanks.

Draw all possible Syria Isis nerves for 123 cycled contain their old until which compounds are in undiminished. Which compounds are dance Terminix. So each off Coburn forage up or down. So there three centers in all possible graphs amounts toe eight. That's true the third. So now in green, they're all egg pictures. Now let's determine configurations off all those centers. If configuration is no show, that is no consideration here. If the difference is just or s are present priority. And the center is Souder. Cairo. So it's a small s is opposed to the real kind of center. And this one is small s this month. Small are this one is small arms so that pseudo coyote centers? No, it's identified compounds which are mouth carnal. It's the plane of symmetry in the compounds which assure by the check mark they look car No. One, 2 54 Those two structures, they are identical. If you sleep one of them by 18 degrees, you'll get the other one. So those two structures respond to the same miracle. And those two structures also respond to the same monocle. So it's come Phone number one number one Number two. Number two that compounds that zoster compiles in Braille. There are Londoners. If you place them next to each other, they will be near images and, not surprisingly, the opposite. And those two compounds there, also in an intimate that have opposite senators and opposite centers, also includes configuration of the center, which is not kind of center, so that would be control. Three component for from five Compound six. So the prayers connected with the red line are Ananta Miss and all other prayers off compounds are does termers, their staring eyes elements and not near images.

So the question here basically talks about carbohydrates. So in this particular case, we're talking about the melting point off the mono sack, right? Joses own derivatives. So what we're given in scenario here is that we have many carbohydrates that reacts with fennel hydrazine, which has the formula of C six, h five n h and H two here to form a bright yellow crystalline derivative known as OSA zones. So we're given that on the melting temperatures of these derivatives are easily determined and are characteristic for each ozone here. So we're given a table here which is identified through using high, um, precision liquid chromatography or gas liquid chromatography. So we're given here. So the question here more or less asks us, Why do glucose and manos and similarly, the lactose and Tallis Formosa Zone derivatives with the same melting points here. So we know that osa zones are going to be formed by the reaction with fennel hydrazine. So, as we have six carbons here, it's going to be in a carbon chain similar to what you normally see in, um, glucose or carbohydrates in general. More specifically, sugars. Um, in this case, we know that these are formed by the configuration around the C two of all doses. So all doses, if we recall, are gonna be, um, out of the high portion off the carbohydrate chain. So see to this is going to C one C two c three c four c five c six here. So right here. This is when we're gonna get the ozone formation. Um, so the Elvis is here. Onley differ at this configuration, which therefore gives them the same derivative. So if we basically have the same derivative as thes osa zones are formed by removing this, um, second carbon hear or see to carbon here. What we're going to get is that we're going to get a derivative with the same melting points, so it will be very difficult. Thio determine what's the difference between these two osa zones without using external experimental techniques?


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