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Photon336
 one year ago
@woodward @rushwr
Photon336
 one year ago
@woodward @rushwr

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Photon336
 one year ago
Best ResponseYou've already chosen the best response.2dw:1442549583564:dw

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2dw:1442549747491:dw

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2I should have just drawn it originally in the ring form not the chair form. btw that bond should be facing downwards bad @ chair form

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2dw:1442549967650:dw Never underestimate the power of this group, you can make a lot of compounds from it

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2dw:1442550160419:dw

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2dw:1442550568373:dw

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2@Rushwr you're learning organic in HS? dammm!

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2yep that R group just means the part of the molecule i'm too lazy to draw

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2woodward you missed the show i'm going to post another

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2@Woodward "what happens when an aldehyde and dilute acid are mixed?"

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2I got this one wrong TO the above question A. Hydroxyl aldehyde B. Carboxylic acid by oxidation C. Ketone D. Carboxylic acid, tautomerization

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2dw:1442550880362:dw

anonymous
 one year ago
Best ResponseYou've already chosen the best response.0This looks like an aldol condensation reaction eh?

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2@Woodward you're correct it's aldol but I would like to go through it too

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2Must be acid catalyzed aldol

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2forgot how it goes though

anonymous
 one year ago
Best ResponseYou've already chosen the best response.0dw:1442551139689:dw

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2dw:1442551267078:dw

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2@Woodward omg that's beautiful

anonymous
 one year ago
Best ResponseYou've already chosen the best response.0I'll go ahead and finish the reaction since this isn't done yet, but I'm not sure if the steps I do are the actual mechanism give me a second since this alcohol will combine with an aldehyde in solution (aldol) afterall.

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2dw:1442551437303:dw

anonymous
 one year ago
Best ResponseYou've already chosen the best response.0Yeah exactly this is what happens, then it dehydrates

anonymous
 one year ago
Best ResponseYou've already chosen the best response.0dw:1442551591491:dw

anonymous
 one year ago
Best ResponseYou've already chosen the best response.0So this is pretty common for doing an acidcatalyzed aldol condensation, it is unavoidable most of the time since you're in the conditions of heat with an acidic alpha hydrogen there, it will go through the standard acidcatalyzed dehydration to form a double bond! This is why we aren't getting an aldol as the final product @Rushwr but we would if we had done this with a base.

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2dw:1442551772220:dw

anonymous
 one year ago
Best ResponseYou've already chosen the best response.0dw:1442551901895:dw dw:1442551920421:dw Also when I talk about "alpha hydrogen" I am specifically referring to relative to the carbonyl group, it's more acidic than normal. Think of this as like an allylic position, because that's essentially why the alpha hydrogen can be lost like this, it's more clear to see the resonance stabilization in a basic conditions,

anonymous
 one year ago
Best ResponseYou've already chosen the best response.0dw:1442552085639:dw

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2dw:1442551990377:dw following though with this myself

Photon336
 one year ago
Best ResponseYou've already chosen the best response.2awesome job woodward

anonymous
 one year ago
Best ResponseYou've already chosen the best response.0Yeah this is a lot of fun, ask any more questions if something's unclear or if you want to try to test this further. Like for example, the acidcatalyzed aldol condensation can also tend to react twice, since it creates another aldehyde which is different from the reactant aldehydes. :O

anonymous
 one year ago
Best ResponseYou've already chosen the best response.0See if you can find a possible pathway to this for fun: dw:1442552375934:dw
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