Oh and i dont really like those problems losing ID. Our professor tends to focus more on =O groups over -N groups, especially for this exam. I dont think i saw more than 3 out of ~50 practice problems using -N groups.

LosingID8

CA10835 Posts

May 01 2008 06:05 GMT

#45

if you get bored feel free to see if you can solve the ones i posted up

i go to USC, btw.

*edit*
ah, i see.

Plutonium

United States2217 Posts

May 01 2008 06:05 GMT

#46

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I would oxidize two equivalences of ethanol with PCC and react them both with NH3, then use a radical reaction to add a lithium to one of the carbons, deprotinate the benzene with a strong base, and then finish it up with a SN2 to add the carbon chain.

I'm not really sure how this one would work.

Steelflight-Rx

United States1389 Posts

May 01 2008 06:07 GMT

#47

Hows my mechanism pluto?

LosingID8

CA10835 Posts

May 01 2008 06:12 GMT

#48

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Plutonium

United States2217 Posts

May 01 2008 06:15 GMT

#49

It wasn't really what I was looking for, and I'm not so sure that cromium step would work - I don't think the OH could kick out the methyl.

Here's what I was looking for:

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Plutonium

United States2217 Posts

May 01 2008 06:19 GMT

#50

Man, I had no idea cyanides added in that fashion across double bonds, but I guess it makes sense with them being bulky groups.

In fact, a lot of that stuff I haven't seen before.

Steelflight-Rx

United States1389 Posts

May 01 2008 06:23 GMT

#51

Chromium reagent takes 2ndary alcohols and turns them into carbonyl compounds. Oh shit looked at drawing, that other unlabeled bond is supposed to be a hydrogen, not a methyl.

Plutonium

United States2217 Posts

May 01 2008 06:26 GMT

#52

Anyways, I'll be up at USC for the summer doing research, though right now I need to sleep because I have class at 8.

Yeah, your way would work just fine, I was just looking for an example where you can react a cyanide with acid/base and heat to form a carboxylic acid.

Steelflight-Rx

United States1389 Posts

May 01 2008 06:27 GMT

#53

Cool gl hf

LosingID8

CA10835 Posts

May 01 2008 06:37 GMT

#54

out of curiosity, what textbooks are you guys using, and how far did you get after 2 semesters?

we're using Solomons/Fryhle 9th Ed., and we're finishing up Ch 24 out of 25 possible in the book.

1st semester ochem we covered chapters 1-11
1: bonding and molecular structure
2: functional groups, intermolecular forces, IR spectroscopy
3: acid and base reactions and mechanisms
4: nomenclature and conformations of alkanes and cycloalkanes
5: stereochemistry
6: SN and E reactions
7+8: alkenes and alkynes - elimination and addition
9: H/C NMR and mass spectrometry
10: radical reactions
11: alcohols and ethers

2nd semester, chapters 12-23
12: redox, grignards
13: conjugated unsaturated systems
14: aromatics
15: reactions of aromatics
16+17: aldehydes and ketones - nucleophilic addn to carbonyl groups, enols and enolates
18: carboxylic acids and derivatives
19: synthesis and reactions of B-dicarbonyl compounds
20: amines
21: phenols and aryl halides
22: carbohydrates
23: lipids
24: amino acids and proteins

ch25, which we won't cover deals with nucleic acids and protein synthesis

the material in 2nd semester was SOOO much more dense than 1st semester though, lol. god i feel like i'm going to die on the final this time.

Canada4732 Posts

May 01 2008 07:44 GMT

#55

organic chem is pretty zen once you start belting out mechanisms. electron pushing is pretty fun when you can turn off your brain and just move them like a little puzzle. Extra zen with radicals, might I add.

Edit: Solomons/Fryhle 9th Ed.
Oh vomit. Really bad practice problems in ol' solomon. I'd learn theory there and switch to another text for problems if you're really keen on chem.