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Question 5You want to prepare ethyl = detailed mechanism propxl ether from two . 'primary alcohols Write the overall _ reaction and j4 4 '4 . R I0*1 * 0 *...

Question

Question 5You want to prepare ethyl = detailed mechanism propxl ether from two . 'primary alcohols Write the overall _ reaction and j4 4 '4 . R I0*1 * 0 * * # EHTML Edilor

Question 5 You want to prepare ethyl = detailed mechanism propxl ether from two . 'primary alcohols Write the overall _ reaction and j 4 4 '4 . R I0*1 * 0 * * # E HTML Edilor



Answers

Preparation and reactions of alcohols Alcohols can by prepared from alkyl halides, epoxides, alkenes, etc. When treated with acid, $\mathrm{C}-\mathrm{OH}$ bond is cleaved heterolytically to form a carbocation which could then undergo substitution, elimination or rearrangement depending on the conditions and stability of the carbocation. When 1,2 -dimethyl cyclohexene is treated with cold dilute alkaline $\mathrm{KMnO}_{4}$, the product obtained is

This question were given a series of alcohols and were asked how to prepare these alcohol's using, anchoring your free agent. And so we're going to start with a So for a we have two metal to pro panel. So if we draw the structure, we have pro pin all. So it's going to be three carbons chu Meaning are alcohols on the second carbon and two methyl meaning we have a metal substitue int also on the second carbons. Okay, so we see now that we have a tertiary alcohol. So to prepare, using a green yard re agent, we want to then start from a key tone. So if we draw a key tone, we see that we can then sever this linkage and add metal, magnesium, bromine. And we also know that if two or more alcohol groups are the same, that we can use an Esther because in Esther is going toe add twice. So we see that we do have more than one of the same alcohol group. And so we could also imagine starting with and ask her and then adding to quit once of the following Grenier. Okay, we're gonna draw a true arrow, Okay. And so these are the ways that we could prepare a green yeard, starting with alcohol in a So that's his on to be so in B. We have one metal cyclo, hexane all so cyclo hicks an means six members. Rain all means alcohol and one metal. So we have a metal substitue int in the one position. And so again, we see that we have a tertiary alcohol. And so then we want to start with a key tone, and in this case, we can add we could imagine it severing this bond and using metal magnesium bromide. Okay, so we can move on to part C now. So for see, we see, we have three metal three pen tunnel. So hence Han, a five member chain, 30 So the alcohol at the three position and free metal so mental at the three position as well. So again, just as imports A and B, we see we have a tertiary alcohol. So our first inclination then is going to be to start with the key tone. So we have our key tone weakened, then imagine breaking this bond and reacting with metal, magnesium remind and We can also think about this a severing this bond so we could also have a key tone. But this time it would be an asymmetrical key tone. That's Epple E needs Ambro mind this time. And we also see that we have two symmetrical groups to symmetrical out kill groups about the carbon where alcohol is located. So just is in part A. We could also imagine using a an Esther I've been adding to here and so those are our options for making the following alcohol from three metal freep internal. So now we can move on to part D. So in D we see we have to fennel to butin also butto tan that is a four member chain to all and to fennel So fennel here. So again Justus imparts either See, we have a tertiary alcohol. So what then? We know we want to begin by starting with a key tone. So we could imagine severing this bond and starting with the following key tone plus fennel, magnesium bromide and we could also imagine breaking bonds and other places so we could have three different variations of p tones because we have three different Al killed groups about our carbon containing the alcohol. So we could imagine this being our Brainard re agent, which would give us a little plus metal, magnesium bromide. Or we could imagine making this disconnection and starting with edible magnesium burn one. Okay, so those are our choices for making alcohols making the following alcohol. So now we're going to move on TV. So e, we have benzel alcohol. So this alcohol is quite different than the alcohol's that we've looked at in parts A through C because now we have a primary alcohol. So when we see a primary alcohol, that should be a clue that we need to use an alga hide as a starting material. So in this case, we could imagine breaking the following bond making this disconnection, in which case the alto hide that we would use would be formaldehyde. And then excuse me. Who would imagine making this disconnection? Who's wrong again? I was right the first time. Sorry, this disconnection, in which case we would use formaldehyde and then we could use fennel, magnesium bromide, And this is only going to add once into our Aldo hide and said, This is how we could achieve Benzel alcohol. So now finally, in part F, we have four metal, one pen tunnel. So pin tan, that's five 51 all. So I'm going to make this carbon one and four metal. So 1234 Okay, so again, Justus in part E we see we have a primary alcohol and that should be a clue for us that we need to start with an alga high. So then we can imagine making the following disconnection. So again we use formaldehyde, which is so one carbon LDA hide and using the following Grenier dri agent I'm just gonna make sure that I have all of my carbons. Correct. So 1234 1234 So this

Okay, So writing the reaction for the equations of one beautiful and the next re agents So we have you, it's and all, which is I'll call in the first carbon with for carbons in the chain. And the reactions we're looking for is H two s 04 with heat and be is K two cr 207 with each two s 04 Okay, so taking one beating, all with H two s, 04 and heat reviewing that. A primary alcohol such as one butin all with H two s, 04 and heat specifically at 1 80 degrees Celsius is going to give you an AL Keen. So we'll get okay, so we'll get an Al Keen you come back. Will be. We have one beach now with K two CR 207 and H two s 04 Yeah, reviewing that a primary alcohol with these re agents. We'll give you an Alka hide. So that will be Yeah. That Andi Zehr two answers

Until for the coaching here. Until for part A, we have a me too. See all acetone. This is a certain and mhm m e m g c l Answer for a party. Answer for Barbie is edge to Siegel. Formally high maternal weekends here. Simplest Ellie Height and C s three CS two Oh, small five M g c l Answer for part C Beauty, anal and m e M G C l are eternal as Italy height and yeah, yeah, C H toy C H two all to m d C. L.

In this problem, I can write the explanation at are you see, oh, cl add c o all too Oh and r c o r death. All add all, add two molecules to molecules of rig, generally agent of ignored re agents to give to give three degree alcohols To give three degree alcohol. Therefore, Option B it correct here. The airport option B e t correct and said for this problem, I hope you understand the explanation of this problem.


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