Chem 3B midterm

<p>Anyone know if we have to know NMR for the first midterm? There seems to be a few questions on the past midterms where nmr would help.</p>

<p>Thanks :)</p>

<p>He’s said very specifically that we are not responsible for any spectroscopy, spectrometry, or any other subject beginning with spec-.</p>

<p>Spectacularly awesome OChem will of course be omitted from the exam. We only get the conventionally awesome variety, it seems.</p>

<p>Did anyone get the 2 mechanisms or the 2 synthesis problems on the last few pages?</p>

<p>I have…theories…</p>

<p>Pretty sure the mechanism with the double-negative charge was resolved by remembering that you should have two Li+ atoms floating around near each negative charge site, so those can help to engage the bromines.</p>

<p>The other mechanism was fairly easy, but I can’t remember what it was. This assumes I got it right, obviously.</p>

<p>First synthesis was add an acyl halide, then the bromine, then find some means of doing an elimination on the acyl group. I’m pretty sure there’s an elimination reaction you can do to get rid of OH groups, so it should only be like…4 steps.</p>

<p>Second one I seemed to remember that NaBH4 alone could produce oxacyclopropanes from a pair of OHs, so just used ethene-1,2-diol and then did NaBH4 in the next step, but I’m pretty sure in retrospect that it’s something else used to make OCPs.</p>

<p>What was the average and standard deviation of the midterm?</p>

<p>average: 148 std: 47 i think</p>

<p>StDev was 46, but yeah.</p>

<p>I was hoping it’d be lower, but I still did pretty well, so…yay.</p>