Ochem

[sacjumpman]

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Is this wrong? The second step in particular.

I might be just tired, but I'm sick of wondering....

 

[smarterray]

Ignoring the fact that it's not clear if it's done in acid or base (if it were in acid, there would be a protonation step; if it were base, the ethanol would've been de-protonated), it looks fine to me. LiAlH4 reduces aldehydes, ketones, and carboxylic acids to alcohol (NaBH4 reduces only aldehydes and ketones to alcohols). Sorry if you already knew that; that last sentence was more for my own review 🙂.

 

[Ms.Dentista]

I thought...I am not sure, but I thought that LAH will cleave esters...anyone else? which means that the 2nd step might be wrong. where did this come from?

 

[tRNA]

wow nice to see i am not the only one having problems with this one,

here you go,

http://forums.studentdoctor.net/showthread.php?t=432583

that's the best explanation i found so far, and i went with it, anyone else with better explanation help us out, thanks

 

[sacjumpman]

wow nice to see i am not the only one having problems with this one,

here you go,

http://forums.studentdoctor.net/showthread.php?t=432583

that's the best explanation i found so far, and i went with it, anyone else with better explanation help us out, thanks

Yeah, that double bond is the only thing I could think of why it is different.

Normally LiAlH4 will take ester to two alcohols and carboxylic acid to alcohol, not a geminal diol

Thanks

 

[sacjumpman]

I thought...I am not sure, but I thought that LAH will cleave esters...anyone else? which means that the 2nd step might be wrong. where did this come from?

Agreed. Kappy Subject Test 5. Problem #6

 

[Ms.Dentista]

Ahh Kaplan...🙂 Thanks for letting us know tRNA. That makes sense about the double bond, lets just hope I would recognize that on the actual test!