hydrogen/nickel

[Raiden2012]

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So hydrogen and nickel can be used to reduce double bonds in alkenes? Can it do the same for carbonyls?

Just wondering because EK1001 says it can but I thought only reducing agents like LiAlH4/NaBH4 are able to do reduce carbonyls

 

[Jepstein30]

So hydrogen and nickel can be used to reduce double bonds in alkenes? Can it do the same for carbonyls?

Just wondering because EK1001 says it can but I thought only reducing agents like LiAlH4/NaBH4 are able to do reduce carbonyls

You're talking about catalytic hydrogenation?

Pretty sure that only works for alkenes

 

[farnell]

Google Wolff kishner (sp?) Rxn. I believe that the carbonyl must first form a hydrazone, then it can be reduced with Raney nickel.

This is the way I'm familiar with, but if anything else has something to add I am also curious.

 

[Raiden2012]

You're talking about catalytic hydrogenation?

Pretty sure that only works for alkenes

Yea, that was what I thought too until I saw the answer in EK1001. But the book isn't error free so I wanted to confirm

 

[orgohacks]

Yea, that was what I thought too until I saw the answer in EK1001. But the book isn't error free so I wanted to confirm

You *can* do catalytic hydrogenation of ketones/aldehydes with H2/Ni or H2/Pd, but it's a more difficult reaction than the hydrogenation of alkenes (requires higher pressure). I see it in some textbooks. NaBH4/LiAlH4 is generally the way to go however.

 

[johnnybravo19]

Ahhh, Pt and H_2_ aka Lindlar Catalyst

I remember the good old days...