<p>I heard someone crying halfway through....w t f...</p>
<p>Honestly, I'm disappointed at how easy it was. The time I sent studying for it could have been put to better use.</p>
<p>what'd you guys think?</p>
<p>agreed. not bad at all. i filed in random reagents for the synthesis though since i was too lazy to think it through, lol. do we get partial points or is it all 16 pts based on getting all the reagents and having them in the right order?</p>
<p>all the predict the products were doable, and i think for 3 a-d (mechanisms) i got all but the epoxide opening one. the rest were just easy little electrophilic additions</p>
<p>for the table 1 questions, how many enantiomers and diasteromers did you put?</p>
<p>oh and another one that kinda weirded me out was the chaircyclohexanhexanol-i think i might have messed that one :/</p>
<p>and for question that asked if all 16 stereoisomers would form, what did you say?</p>
<p>im just glad i dint feel like crying-i had heard horrible things about this class from many people but honestly, if you put in the work i think its more than doable-now to see the grades…</p>
<p>I thought the chaircyclohexanhexanol was weird too!</p>
<p>i got 1 pair of diastereomers and no enantiomers.</p>
<p>I put that not all of the 16 stereoisomers would form because of meso compounds. What I now realize is that I multiplied wrong and wrote 32. </p>
<p>I thought the final was pretty easy too, even the synthesis.</p>
<p>For the page with the choose which compound on the paper would do this… did you guys get C B C?</p>
<p>i got the exact opposite of you-one pair enantiomers and no diastereomers</p>
<p>i thought there would have two be atleast 2 stereocenters with only a few of the switching configurations for them to be considered diastereomers</p>
<p>how many stereocenters was there on compound A (the all or nothing one) where we had to circle them</p>
<p>i got C B J…it could have been c b c though (i didnt know if we could repeat letters or not)</p>
<p>i had three stereoisomers circled. </p>
<p>was J the one where there wasn’t three double bonds, but looked a lot like c?</p>
<p>yeah i circled 3 too</p>
<p>yeah…i think c had one double bond more than J…i almost didnt catch that though</p>
<p>so could we repeat letters for that one then?</p>
<p>145 first midterm
130 second midterm</p>
<p>everyone complains too much bahahaha</p>
<p>damn, you practically set the curve on those!!! i hate you!</p>
<p>i hate those people too!</p>
<p>jk:D</p>
<p>my friends roommate (kindof a friend) got a 148 and 129 and didn’t even study…</p>
<p>“didn’t even study” or better known at Berkeley as 'studied, but didn’t want to tell anyone how hard/intensely s/he actually studied when no one was paying attention" heh</p>
<p>yeah its one thing to study like crazy at berkeley ang get amazing results, or study like crazy and get little to no results still, but i always find it hard to believe when people say that they dont study and yet get unbelievably high scores-especially for detail-oriented classes like ochem-or maybe they really are magical, unreal beings</p>
<p>i mean, unless you go to lectures and pay attention, or attend some sort of study group or look at notes of some sort its not like you can randomly walk into an exam and know like, adding PCC with water to a primary alcohol will overoxidize into a carboxylic acid while PCC wo water will just turn into an aldehyde. lol lets face it, its not really a common sense sort of thing that you can figure out on the spot…</p>
<p>yea i got C-B-C; i got D,K as diastereomers; no enantiomers; and no achirals
by the way, in predict the products, what does the epoxide do with the MeO-? is it an E2 resulting in a double bond that separates a propyl group and an alcohol (idk if im describing it well)? the following problem with the epoxide and sulfuric acid is just the addition of an alcohol and the MeO right?</p>
<p>i had 4 achirals… hmmm…</p>
<p>for the predict products one, i had the MeO- attack from the least hindered (because it was a base), and then protonation to alcohol. for the sulfuric acid, i just had H attach at most hindered, and then protonation to alcohol.</p>
<p>MeO- is a strong base and will do E2, right? (epoxide O first reacts with H+ from MeOH and then leaves as MeO- from solution does E2)</p>
<p>In the case with sulfuric acid, epoxide O first reacts with H+ from h2so4, then the resulting MeOH tacks on the tertiary carbon with the + charge, then the resulting MeOH+ gives away its hydrogen to hso4-)</p>
<p>^^yeah that’s what I got</p>
<p>I got 4 achirals also.</p>
<p>That arrow pushing on the worksheet molecule gave me some trouble though. I skipped it after 2 minutes of trying, came back to it after I finished the rest if the exam and spent a good 15-20 minutes just looking at it, numbering, renumbering, drawing it from a different view…after all that I heard someone cough and though of menthol (the cough drops) and my crazy brain made the connection so I though hey! meth-yl shift!</p>
<p>that (and the GSI’s that whisper loudly) was the most frustrating part of it.</p>
<p>Also, for the one that said the set of degenerate orbitals that would be HOMO, is it nonbonding oxygen?</p>
<p>yea its sp3 non-bonding from oxygen
btw…i cant seem to recall there being any achirals…idk how you guys got 4! i just couldnt find any plane of symmetry in any of them :/</p>
<p>one achiral that i remember of the top of my head is 1-heptanol </p>
<p>the POS goes straight through the OH, all the C’s, and one H on the end so that all the other Hydrogen’s match up.</p>
<p>what did you guys get for the synthesis?</p>