04-10-2011 at 08:32 PM
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#46
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Quote:
Originally Posted by L'Étoile
I put the alkyne one and 2
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Me too. We all wanna change the world. |
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04-10-2011 at 08:40 PM
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#47
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Ah crap, I put 4...mainly because:
The aldol reaction is powerful because it unites two relatively simple molecules into a more complex one. Increased complexity arises because up to two new stereogenic centers (on the α- and β-carbon of the aldol adduct, marked with asterisks in the scheme below) are formed. This ability to selectively synthesize a particular stereoisomer is significant because different stereoisomers can have very different chemical or biological properties.
From wiki.
I thought 2 stereoisomers means 4 possibilities.
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04-10-2011 at 09:02 PM
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#48
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Benzene + chloropropanone + AlCl3 ----> ? + methylamine -----> ? + NaBH4 -------> ?
SYNTHESIS!
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Last edited by Toast : 04-10-2011 at 09:13 PM.
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04-10-2011 at 10:57 PM
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#49
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Mr.Spock is not dazzled.
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Quote:
Originally Posted by L'Étoile
I put the alkyne one and 2
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Alkyne... I hope. I saw that world alkyne and thought "thank you jesus".. I hope it was right... I'm trying to think out the mechanism in my head now... I don't think the oxamine (? whatever its called, the crazy square thing) would allow a triple bond to happen... where's the extra electrons gonna come from? You would have to make some crazy O triple bond to the PPh3...which I think would be ok for phosphorus, because its weird like that, but O... the only time I've seen that happen is with FC and Benzene, and that takes a lot of pushing (Lewis acid, etc) to happen
I had two for a long time... I think I switched it at the end to four because there's a second centre (where the OH is, I think...)... I wasn't very sure about it...
BTW, what was with all the mass spec questions? A radical cation counts as a charged species, right, because its kinda both...? I went through the exam assuming it was either a cation or an anion depending on the molecule, so I think it got away with it a couple of times, since a lot of the answers were anion or cation, but not both.
/just realizing we're probably scaring the crap out of any first year casually lurking, lol |
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04-10-2011 at 11:01 PM
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#50
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Mr.Spock is not dazzled.
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Quote:
Originally Posted by Toast
Benzene + chloropropanone + AlCl3 ----> ? + methylamine -----> ? + NaBH4 -------> ?
SYNTHESIS!
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I'm not sure which question this is...
Random NaBH4s everywhere threw me off in those "15 of 20" questions... I was starting to wonder if it did something else, lol
The x, y, z MC ticked me off... they left both the second reagent and product blank... that was a it of a jerk move, had to juggle too many ideas imho
Also, complete hydrolysis of starch --> glucose only? As a bio student I am ashamed I had to think about that one...lol
Last edited by britb : 04-10-2011 at 11:08 PM.
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04-10-2011 at 11:34 PM
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#51
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Quote:
Originally Posted by Toast
Benzene + chloropropanone + AlCl3 ----> ? + methylamine -----> ? + NaBH4 -------> ?
SYNTHESIS!
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Phenylacetone, then imine (both diastereomer), then reduced to amine!
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04-11-2011 at 12:19 AM
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#52
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Quote:
Originally Posted by Serene
Phenylacetone, then imine (both diastereomer), then reduced to amine!
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AND YOU GET?????
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04-11-2011 at 12:30 AM
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#53
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Quote:
Originally Posted by Toast
AND YOU GET?????
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Haha, nice. Breaking Bad. We totally should've gotten capretta to teach us how to synthesize crystal meth. |
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04-11-2011 at 12:34 AM
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#54
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Quote:
Originally Posted by lux
Haha, nice. Breaking Bad. We totally should've gotten capretta to teach us how to synthesize crystal meth.
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..................... ..............
Quote:
Originally Posted by Toast
Benzene + chloropropanone + AlCl3 ----> ? + methylamine -----> ? + NaBH4 -------> ?
SYNTHESIS!
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Last edited by Toast : 04-11-2011 at 12:42 AM.
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04-11-2011 at 12:39 AM
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#55
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This thing (racemic).
But if you meant acetyl chloride in the first step then its 1 carbon shorter.
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Last edited by Serene : 04-11-2011 at 12:47 AM.
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04-11-2011 at 12:44 AM
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#56
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wow capretta that sneak. lol
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04-11-2011 at 12:46 AM
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#57
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Quote:
Originally Posted by lux
wow capretta that sneak. lol
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Wasn't on the exam...
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04-11-2011 at 02:12 AM
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#58
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Quote:
Originally Posted by britb
Alkyne... I hope. I saw that world alkyne and thought "thank you jesus".. I hope it was right... I'm trying to think out the mechanism in my head now... I don't think the oxamine (? whatever its called, the crazy square thing) would allow a triple bond to happen... where's the extra electrons gonna come from? You would have to make some crazy O triple bond to the PPh3...which I think would be ok for phosphorus, because its weird like that, but O... the only time I've seen that happen is with FC and Benzene, and that takes a lot of pushing (Lewis acid, etc) to happen
I had two for a long time... I think I switched it at the end to four because there's a second centre (where the OH is, I think...)... I wasn't very sure about it...
BTW, what was with all the mass spec questions? A radical cation counts as a charged species, right, because its kinda both...? I went through the exam assuming it was either a cation or an anion depending on the molecule, so I think it got away with it a couple of times, since a lot of the answers were anion or cation, but not both.
/just realizing we're probably scaring the crap out of any first year casually lurking, lol
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Yeah, it was alkyne haha, luckily that was the first sentence I read and I knew it was false immediately.
I was thinking between 2 and 4 as well, and I ended up choosing 4 for the same reason (2 stereocenters/chiral centres...2^2 = 4).
The mass spec questions were annoying - however radicals do not count as charged species, and they are not viewed on mass spec. Only charged species (i.e., cations) are viewed in MS. |
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04-11-2011 at 02:19 AM
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#59
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Dr. Capretta is a funny ass prof. Taking orgo 2 is worth it just to have him teach you. That plus organic chemistry is fun, it's like puzzles and w.e.
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04-11-2011 at 11:41 AM
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#60
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Quote:
Originally Posted by Krusenik
Dr. Capretta is a funny ass prof. Taking orgo 2 is worth it just to have him teach you. That plus organic chemistry is fun, it's like puzzles and w.e.
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Haha yeah, Capretta was hilarious! His jokes killed me... especially that time he was talking about some explosive reagent used to make bombs - "so, if you're an up-and-coming terrorist, this is for you!"
I hope that his "after 9pm" sense of humor never changes.
Orgo is pretty fun.. when you understand it. Definitely a challenge and I'm glad it's done, but at the same time I'll kinda miss it!
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