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Fart 4: Choose thc bed altemnative from the sclections below which gives Ike prefcned orienlation, if tny, whed Ihc indicalcd rcagcnts urc addcd t0 pn alkyne [ndica...

Question

Fart 4: Choose thc bed altemnative from the sclections below which gives Ike prefcned orienlation, if tny, whed Ihc indicalcd rcagcnts urc addcd t0 pn alkyne [ndicale tha Icltcr of your slection on thc ansucr shecl point each: points Iotal)Murkovnikov oricntlion Markovnikov oricntution with possible reartarigcment atl-Markovnikov oricntetion ncithcr Markovnikov nor anti-Markovnikov oricnlationNH;HBr with ROOR(Sia)BH followcd by IO NOHPart $: Mulch thc Ien listed below whicb best dcscribcs the pa

Fart 4: Choose thc bed altemnative from the sclections below which gives Ike prefcned orienlation, if tny, whed Ihc indicalcd rcagcnts urc addcd t0 pn alkyne [ndicale tha Icltcr of your slection on thc ansucr shecl point each: points Iotal) Murkovnikov oricntlion Markovnikov oricntution with possible reartarigcment atl-Markovnikov oricntetion ncithcr Markovnikov nor anti-Markovnikov oricnlation NH; HBr with ROOR (Sia)BH followcd by IO NOH Part $: Mulch thc Ien listed below whicb best dcscribcs the pairs of compounds shown in cuch qucstion Indicalc the Icttcr of your sclcction on Lhe answcr shect , point each; Points Iouh enanllorncn} #Mc compound diastcrconcrs constitulional jsomcrs gcomctric isomcrs CH, CzHa HO HO CzHs CHa HO C"H CH; "CHCHy CHy A- OH CILCH;



Answers

Draw the organic products formed when cyclopentene is treated with each reagent. With some reagents, no reaction occurs.
a. H$_2$ + Pd-C
b. H$_2$ + Lindlar catalyst
c. Na, NH$_3$
d. $CH_3CO_3$H
e. [1] $CH_3CO_3H$; [2] $H_2O, HO^-$
f. [1] $OsO_4 + NMO$; [2] $NaHSO_3, H_2O$
g. KMnO$_4$, H$_2$O, HO$^-$
h. [1] LiAIH$_4$; [2] H$_2$O
i. [1] O$_3$; [2] CH$_3$SCH$_3$
j. (CH$_3$)$_3$COOH, Ti[OCH(CH$_3$)$_2$]$_4$, ($-$)-DET
k. mCPBA
I. Product in (k); then [1] LiAIH$_4$; [2] H$_2$O

This question covers how to draw calculate structures which are simply Lewis structures without the lone pairs added into them. So we're gonna go ahead and start off with this compound here and we're gonna go ahead and draw its Mhm Lewis structure yeah. Okay. Yeah. All right. Go ahead and draw its louis structured. So we're not going to add any of the lone pairs onto the oxygen. And this would be it's calculate structuring. We can go ahead and do this for the next example drawing no lone pairs on the oxygen, just filling in all the bonds that are had between the different element constituents of this molecule end up like this. And here's our next example. We can go ahead and draw Yeah don't worry molecule here um um Perry is drawn in but all the elements are drawn in. Mhm. For this example we're going to continue doing the same thing. Go ahead and draw each of the bonds that are going in this molecule. Just the same as a LewiS structure. Again, we're just not drawing in any of our lone pairs. All right, here's our next example. We're gonna go ahead and drawl the structure. Yeah, just like this. No lone pairs on the alcohol, oxygen there, and no lone pairs on the cyanide nitrogen as well. And then this last example, remember that our sort of parent chain here, is that not underlying parts. Um and then each of these extra carbon that are coming off, then one are going to be a sort of substitute Carlos. I want to three, four, then 3 carbons coming off here, Go over one. Then this guy has to hide regions. We're here, There's only one hydrogen each. Super. So one of these is going to have another a method group of not really enough room up there as we're gonna go draw down here, doesn't matter. So you draw it on these three and then this one will have hydrogen and two more carbon groups. It's important that we go and fill in all of our hydrogen is at the end. It's making sure that we have that chain correct in our molecule first and we kind of sloppily so there's not as much room as we would probably need to have. But all these hydrogen is here connected to the central carbon around them in these metal groups. And this is a relatively large, tragic carbon, but relatively straightforward. The calculate structure should be very similar to Lewis structure when there are no loan paris involved.

Okay so restaurant structures the following. The first one is ice a beautiful out ahead. So the beauty role is for Britain and um seen before carving out a hood X. One is um for external super hexagon, six carbons. The A lending and positive out. Huh. And um the E. N. The attacks in all implies we have not keen and it's gonna be on carbon for because we didn't have an hour to hide in the middle of a chain. 21234 And um we have an alga haider here. So 1234 to be this way. Mhm. For C. You have diarrhea. Use a pencil. Heaton to die is too and the ice a pencil is going to be a five carbon chain. This will be the kitchen right there. 1234 five 12345 It's a nice of pencil group is just um it's really this Y shape right here, its characteristic of the ice pencil. And we have five carbons. It's going to be Aisa pencil, but this is characteristic of the ISIL group, sort of Y shaped that for D. We have three methyl cyclo hexane noon just like I was a range vaccine six. The carbon three as a method group. This would be carbon through two and then carbon one is the we have the own ending. So the key to non carbon one and the next one is 24 Pantene dyan to drawing painting first and making this carbon to four and three and the own ending passes a cartoon. So one here and here. And this is a case where you have to designate where the kitchen is. If we just had the structure, this would just be a beauty dire NVIDIA's. It couldn't be on carbons one or four. You could just say beauty diane as opposed to two or three people die on. But with the structure it could be 23 Penta diane instead of 24 So we have to use numbers in this case and excellent is four bromo three afternoon. So 15 is seven. The urn is the key tune. It's on carbon three. Carbon four is a broom. Ian X one is Gamma Barimo, Copper alga Hood. It's another name for copper alcohol is actually hexen all 123456 and um we have a burma at the gamma carbon. So the one addressed to the cardinals alpha, this is better and the scammer, it'll be right there. X one is to ethel cyclo panting carpal to hide. Just cycling Pantene is a five carpet ring. Even ethel on carbon too. Actually just drawing the out ahead first, it's gonna be a one carbon out ahead for are about a hood two is an effort group. The next one is for metal five OXO hex and all. So the oxide pacific's is actually Keaton. Use the alcohol has priority over the cartoon and the parent chain is heck seen or hex and all simply the right here in the beginning 123456 And um we have a method on carbon four and a keystone on carbon five 1234 Here's the cartoon for jay. We have um Benzene 13 die Karbala Hood. Benzene is an aromatic ring with alternative double and single bonds. Carbon dioxide is a one carbon out a hood to be carbon 12 and three right here. That's it. So I think the first thing you should do is identify the parents Shane whether it's painting vaccine or any other chain. And that game is used or the greek letters are used for the aca he leads, chlorine are brimming, and, um, the oxide was for kittens, ice, a pencil or an ice age group is really just this Y shape right here.

In this question were drawing condensed structures for each of these compounds. So a is to hex sign, so we'll have carbon 12 has e l kind on it. Three or 56 carbons. There is to hex sign. Um, part B is five Ethel, the Riak tiene so that's eight carbons long. So carbon one oops. Two and then three, as are all kind on it for three octane carbon four five has an ethyl grip on it. And then 67 eight carbons See, is metal s pedaling So a settling it looks, um oops. Looks like this is just two carbons with a triple bond between them and to make it metal a settling will replace one of those ages with a metal group. De is vinyl a settling. So again, we'll start with that two carbons with the trouble bond, and then we'll add a final group on. So that means a double bond. So that would look like that. This is our vinyl group. Um e is meth oxy f fine. So f fine is the AIPAC name for a settling. It's just those two carbons of the triple bond and then the foxy is an O. C. H three groups and either f is set Beautiful TERT Beautiful of settling. So again we'll start with those triple bonds and then we have on one side we have sex. Beautiful. So beautiful means four carbons. And the SEC just means that a secondary carbon is the one attached to the main chain. So that will look like this secondary apartment attached to the main chain. And then the other side is TERT beautiful. That means again four carbons with the tertiary carbon attached to the main chain. So there's our apartment. It will make it tertiary by adding our other three directly to that one sec. Beautiful sorbitol g is one bro Mo One pen tiene so, bro mean outfront attached to our number one Al Kaine. There's too three or five carbons. Ages five Metal to cyclo hex in all. So that is a six member ring. Number one has an EEN on it because it's, um, number two has anin on it. Um, because that is, uh, this number means the first thing in the name. So that's the scene. And then een and the number one will have the all on it because no O. H um Number one has the all on it because it's not indicated if the number is not indicated or the most important thing in the name, then it automatically goes on number one and then we'll put a metal on five. So 12345 is right here. That gets a methyl group. I is di ethyl a settling so again that's that three triple bond with two carbons and then di ethyl means we haven't Eckel group on each side. Jay is dieter beautiful, settling so again we'll take that trouble bond and then dyed her beautiful means we have a tribunal on each side. Que is cyclo pencil a settling. So we'll start with that, a settling group and then we'll add a cyclo pain taint to it on one side. And then I is 56 time metal to help time. So to have time. So carbon one and then carbon to has Theo Kaine three or five, gets a metal six gets, um, apple and then seven to finish off the chain

Work with the fundamentals. Inorganic chemistry. We're looking at nuclear filic reactions. Where the nuclear file is to find us are electron rich source with either formal negative charge or perhaps even alone Pair. So looking at our first example here. So since there is an inversion of our configuration, we can conclude that is an S n two mechanism. So the group that that substitutes are bro Mean atom is an ATHOC side group, which means that the nuclear file is sodium athoc side. So as it is an S N to the solve, it needs to be polar a pro tech. So, for example, we can have acetone looking at our second example again, we have an inversion of configuration. It's s n two. This requires a polar a protect solvent. So, for example, we can use d m f. Where are nuclear file is sodium acetate again? We've got another sn two reaction where we have one step mechanism and an unstable intermediate. That is not just our transition state. So we have, in essence, is we need a Polaroid protect solvent such as D. M. S O. So the leaving group that substitutes are bro mean atom is the style group, which can be donated by our hydrogen sulfide. So looking at the last example here, one more rest and to reaction single step, unstable transition state that collapses. So our nuclear filers or sodium Mathon Asyl it on. We have a poll, a protect solvent again so we can use Aceto. So here what we've done is we've named the sort of mechanism s and one s n two the nuclear file as well as the conditions.


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