ORGO GENERAL

File: problem1.png (9KB, 801x222px) Image search: [Google]

9KB, 801x222px

>Share mlg tips
This new prof taught me a badass trick for dry-loading your column; rather than adsorbing your compound onto silica, use celite instead. Celite has no retentive properties so your compound will immediately get pushed down into the actual packing and collect there as a thin band. This is especially good if you have a very large quantity of shit that you want to dry-load, because you can use as much celite as you want and don't really need to worry about band broadening.

>Argue about fun problems
See pic related

File: problem10.png (13KB, 785x274px) Image search: [Google]

13KB, 785x274px

>>8115051

>>8115058
a) kinetic enolate formation
b) 1,2-addition (enolate into the acylsilane)
c) 1,2-brook rearr
d) 1,4-addition (the allylic carbanion resulting from the brook adds into the enone)
e) protonation

alright guys

where do i obtain reliable equipment and glassware at a minimum of cost if im just a normie with no scholastic or business ties?

Where can you get high purity hydrogen peroxide?

File: CNvxXoAUwAAtmGn.jpg (92KB, 600x600px) Image search: [Google]

92KB, 600x600px

>>8115172
eBay nigger, half the stuff my prof buys is from eBay. He was telling me that there's a charity somewhere that picks up equipment from labs that are shutting down and sells it to poorfags like you and me. We bought an HPLC from them, it's a bit stubborn and sassy, but about as affordable as a good microwave oven.

>>8115248
Ur mum lel

I need to find organic chemistry by janice smith 4th ed. All the trackers only have the second and third. Anyone see this shit anywhere on the internet?

>>8115265

cool cool.

who is this magical charity of which you speak?

>>8115321
Look it up I'm not your bitch m8

File: Figure-13-CID-mass-spectrum-and-fragmentation-pathway-of-10-hydroxy-pinonaldehyde-M.png (39KB, 672x806px) Image search: [Google]

39KB, 672x806px

If I wanted to propose a fragmentation scheme in mass spectrometry, how do you go about providing evidence to support it? Calculations? MS^3 spectra? Is simply providing a scheme that fully explains all peaks in the spectrum usually enough?

>>8115051
Diels-Alder, Retro-Diels Alder to spit out N2 (double bonds formed such that the remaining N-N bond is a single bond), Diels-Alder again, and lastly a [4+2] in which the cyclopropane ring bond is cleaved and dinitrogen is released..

>>8115051
Holy fuck that's genius, I only dry load my columns. I'll definitely be doing that

>>8115036
>no premeds
>no orgo I/II questions

How do you expect aspiring organic chemists to better themselves then?

>>8118040
Yeah actually it occurred to me that it's a dumb rule, I guess I get annoyed at "do my homework" posts. You can ask us introductory level questions anon

File: 2003.jpg (112KB, 1024x1024px) Image search: [Google]

112KB, 1024x1024px

Will anyone here be at CSC 2016?

>>8118040
By reading their textbooks and attempting to learn the material instead of asking HW questions to online communities?

File: problem1ans.png (52KB, 816x439px) Image search: [Google]

52KB, 816x439px

>>8116577
Here's the answer

File: problem10ans.png (65KB, 885x715px) Image search: [Google]

65KB, 885x715px

>>8115113
answer

File: problem11.png (58KB, 946x318px) Image search: [Google]

58KB, 946x318px

Here's a more joocy one

File: problem860.png (151KB, 837x689px) Image search: [Google]

151KB, 837x689px

In case that last one was too joocy for you

File: Untitled Document-1.png (88KB, 1794x907px) Image search: [Google]

88KB, 1794x907px

>>8119367
>anchimeric

In part A, there is a 3-membered ring intermediate (an O-atom of the acetate interacting with the anomeric C). Essentially an O-acyl epoxide, which is opened to give trans stereochem much like a bromonium would be opened to give a trans-halohydrin.

In part B there is a 6-membered ring intermediate, here S is interacting w/the anomeric C. The two rings together are like a trans-decalin - and opening one gives syn sub'n
unlike part A.

>>8119365
I've seen this before, but am too drunk to recall.
Something something oxime, something something something else.
Selenodiazoles can be formed from ketones and then decomposed to alkynes, liberating Se and N2.
There's no Se in the reaction mixture in this example, but the oxidatizing conditions and loss of CO2 are suggestive.

File: oh i fucked up before.png (8KB, 323x185px) Image search: [Google]

8KB, 323x185px

>>8119395
>3-membered ring, O-acyl epoxide
no that's wrong, I fucked up
see pic

the argument still works:
in A, the ring-fusion in the intermediate is cis, the Sn2 product is anti

in B the ring fusion is trans, the Sn2 product is syn