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Consider the following pair of reactions_ Predict the type of elimination mechanism , predict which reaction of the pair will occur at the fastest rate , and draw t...

Question

Consider the following pair of reactions_ Predict the type of elimination mechanism , predict which reaction of the pair will occur at the fastest rate , and draw the correct organic product Br_methanol+ RoCHa IIheatSelect answermethanol+ RoCHa WIheatSelect answer

Consider the following pair of reactions_ Predict the type of elimination mechanism , predict which reaction of the pair will occur at the fastest rate , and draw the correct organic product Br_ methanol + RoCHa II heat Select answer methanol + RoCHa WI heat Select answer



Answers

a. Propose a mechanism for the following reaction. b. Explain why two products are formed. c. Explain why methanol substitutes for only one of the bromines.

This question asked which reacted in each pair of will undergo an elimination reaction more quickly. So or part A. We have the same nuclear file here and very similar alcohol. Hal Ides. Except that the, um leaving group is different. So we have a chlorine over here and I'm brimming over here. These are both going to do eat two reactions because we have a tertiary leaving group in a good base. Um, but the only difference is again that leaving groups so we know that the weaker the base, the better the leaving group. And since bro Ming is a weaker base than chlorine, this one is about her leaving group. So this reaction will happen faster for Part B. Again, we're doing an E two reaction here. We have secondary leaving groups on both sides and strong faces again. Um, but only one of these is going to happen as they are drawn. So remember that for an e two, we really, really, really need that anti Perry plainer hydrogen, which means that we have to have the bro Ming axial. So we need a bro mean ak steel and a hydrogen axial on in Jason carbon And so we have that for be on both sides, both of these hydrogen czar into period player to this ax, little bro. Me right here. So this reaction is going to happen faster. Whereas on this side over here, this Brahman is equatorial. So even though we have hydrogen available, it can't do the reaction unless it's equatorial. So even if we were to normally be sorry, unless it's axial. So even if we were to chair, flip this Oops, that's a really bad chair. Even if we were to chair Flip this, though. All I'm gonna do is move everything over one. Um, but this year will put the roaming up here and put this down here. Um, now we don't even have any hydrogen. Is that our into Perry plainer to it. So even if we were to put this one so the Birmingham was axial that anti Perry plane in positions are occupied by these medical groups on both sides. This one cannot do any to reaction, even if it does that chair flip. So this is the only one that will react here in therefore will react faster

Which reacted in the following pair will undergo elimination more residents. A tertiary chloride versus Tosha I died doubt is a better living group. So this compound will undergo in the nation more rapidly ammunition here. Well, the E two Elimination because a very strong base and this reaction proceeds best from the uh empty still needed confirmation. So in the first case there's an Excel brahman and there's an extra hydrogen aligned on the enter staggering information. So this reaction will proceed very well. In the second example, the equatorial brahman doesn't have hydrogen meeting for this confirmation after the chair flip burning can adopt the extra position, but this hydrogen will adopt the material position and will not be available. This heritage also adopt the curatorial position and will not be available either. So in the second example, there is not available um confirmation with both hydrogen and living group in the excel positions. So this compound will react much faster. I'm Oh

We are doing this crazy cycle ization reaction starting with this, Michael. Except there also this my clicks out there. So a strong base we Can he impersonate the south position? Hershel, come back around and attack this electric file. Of course, at that position, it would not attack directly, but it would God this Michael position. Right now we have this carbon bond forming. When we have 1234567 seven member. Drink my job. These a little bit smaller. So the seven member green 1234 by 67 Carbon number seven now has this dangling esta group attached. Seven. We'll go. 12 one, two On the other side, we still have. He's that whole groups. It's now we can have our base again. Deeper Sneyd. One of these Alfa protons generate our nuclear file, which will come to attack this position Two trying to drive two dimensionally as I can. This carbon, as now forms new bond. Ready that carpet there. We still have a metal group. This position swell as Catholic youth at that position, since the way they have it drawn is this six member drain with that triangle kind of perk. Well, is this metal position at this side than the seven member drain happening here? Here we have our there. Here we have our you tell him. So if you notice these are all the exact same thing, Here's our seven member drink. Here's this little five member drink. This case, it helps for me. The highlight. This 500 ring here is actually this five member drain here. So, of course, the six members being shown on this side, it's actually this six member drain. John here. Hope that helps you visualize these two products are actually the same thing.

The reactivity ofthe nation. Reactions depend upon substrate and reaction media. Most of shooting the headlights are more reactive. The order of free activity is tertiary. Her light is more reactive, then secondary. And secondly, highlight is more active in primary. Another factor which influences the reaction. The type of solvent reactivity is higher in polar puller. A poetic solvent as compared tto fuller. Protect solvent. Question forty four a from separate one substrate is to show you a light and underworld. Secondly, highlight The tertiary will be faster, more reactive has compared tto secondary here again we're comparing. Secondly, her laid against to cherie Hello. And it was sheer hell. Aid will be faster in this case. Both substrate Harto Suri highlights the reaction medium is different. Okay, The first case, its water which is fuller protects all of them. And another case. It's a d m s O which is puller a protic solvent. This reaction will be faster in polar air. Protect Solon in second place


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