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Chemistry 19 Online
OpenStudy (anonymous):

WTF AM I DOING WRONG http://gyazo.com/c310d30080f91c65d190bf0e0dd80840.png

OpenStudy (abb0t):

the NaOH is there to deprotonate the ketone to produce a nucleophile that can attack via substitution reaction. Does that make sense?

OpenStudy (abb0t):

Do you know the general pKa for an aldehyve vs ketone? That might help you with these.

OpenStudy (anonymous):

Not too much. I'm just frustrated becuase I'm super close but I don't know what to change.

OpenStudy (abb0t):

Attacch it to the ketone on the cyclopentanone

OpenStudy (anonymous):

Attach what to what?

OpenStudy (abb0t):

the \(\sf \color{blue}{ketone}\)

OpenStudy (anonymous):

What about it?

OpenStudy (abb0t):

the \(\sf \color{blue}{ketone}\)

OpenStudy (anonymous):

WHAT ABOUT IT!

OpenStudy (anonymous):

looooooooooooooooooooool

OpenStudy (abb0t):

Can you not yell at me, please. This hurts my feelings.

OpenStudy (abb0t):

wait, I didn't type that twice. da funk?

OpenStudy (anonymous):

lmao

OpenStudy (chmvijay):

what he is drawn ifs right :)

OpenStudy (abb0t):

All I know is that NaOH is a catalyst in this reaction. I dont know anything.

OpenStudy (abb0t):

If you mix the benzyladehyde with NaOH, you won't really get a reaction....the product would be too unstable. Thus, NaOH reacts with the cyclopentanone (deprotonating the cyclopentanone) to make it more reactive toward benzaldehyde.

OpenStudy (anonymous):

Guys I'll look back at that in a sec. Can you help me with this one? http://gyazo.com/a58a420c9eb11373d6f6a0731736cf91.png

OpenStudy (abb0t):

The last one is gringard reaction. Very important reaction in organic chemistry.

OpenStudy (anonymous):

What do I change it to?

OpenStudy (abb0t):

Note that the oxygen on the ketone carries a partial negative charge \(\delta^-\), while the carbon has a partial positive charge \(\delta^+\). Similarly, the magnesiumbromoethane, the MgBr carries a \(\delta^+\), the carbon \(\delta^-\). Etc. Basically, + goes with - and so forth.

OpenStudy (abb0t):

|dw:1377972995495:dw|

OpenStudy (abb0t):

Then, water protinates the organometalic structure. Organometallics are pretty unstable and highly reactive. So, you get an alcohol. |dw:1377973073150:dw|

OpenStudy (abb0t):

The CrO\(_3\) promotes a jones oxidation reaction. I am not really sure what it does, because it tends to form alcohols \(\rightarrow\) ketones. But I find it hard to form one since it is already a 3º alcohol. Maybe a very unstable product forms.

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