Trick synthesis questions?

[Thearchitect]

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I've come across two trick synthesis questions, but I'm curious if anyone else thinks that my reasoning is corret. A series of rection arrows and reagents are shown and you are given a starting molecule, and you are then asked to provide the major product(note product-- singular.)

Starting molecule: iodocyclohexane --(Mg)---> ---(CH3CH2OH)---> --benzaldehyde---> ----(H20)--->

This should create a cyclohexane after being turned into a grignard reagent, when it is then reacted with ethanol. The ethoxiide ion that is created would later be in some kind of equilibrium with water, so the major product could only be cyclohexane. Right?

Staring molecule: (1-bromopropyl)cyclohexane --(Mg in dimethylether)---> --(benzoic acid)--> ----(dilute acid)--->

Same story as before. Gringnard forms, and then the benzoic acid reduces, leaving only the benzoate ion and the dilute acid to play around in equilibrium, all of which leaves just a propylcyclohexane molecule for the major product, correct?

 

[Nuel]

I think you are right.

 

[Medikit]

You're on the money, although I wouldn't expect this question to be on the MCAT, rather I would expect it to be on the ACS standardized test.

Another major product is a hemiacetal

 

[txguy]

How did you guys do on the ACS standardized final? Just curious!

-tx

 

[Medikit]

How did you guys do on the ACS standardized final? Just curious!

-tx

Took it 2 years ago and got a 61, it was cool because my grade was already in the bag so I could just waltz in and take the test with no worries -First final I've ever been able to do that for.

 

[N-toxicologist]

Mine was a joke; I'm pretty sure the chem department got tired of looking at me, and passed me only on that basis. However, I retained enough to ace biochem. 🙂