H2/pd vs Clemmenson (Zn Hg) vs Wolf Kishner

[510586]

From my understanding, Clemmenson and wolf kishner remove all carbonyls (the double bond O part) while H2/pd only reduces benzyllic carbonyl groups. Is this correct? http://chemwiki.ucdavis.edu/?title=Organic_Chemistry/Aldehydes_and_Ketones/Reactions_of_Aldehydes_&_Ketones/Wolff-Kishner_Reduction They have an example at the bottom that doesn't reduce ketone and I am not sure why.

---

Members don't see this ad.

 

[DAT Destroyer]

From my understanding, Clemmenson and wolf kishner remove all carbonyls (the double bond O part) while H2/pd only reduces benzyllic carbonyl groups. Is this correct? http://chemwiki.ucdavis.edu/?title=Organic_Chemistry/Aldehydes_and_Ketones/Reactions_of_Aldehydes_&_Ketones/Wolff-Kishner_Reduction They have an example at the bottom that doesn't reduce ketone and I am not sure why.

The Clemmensen and Wolff Kishner reaction are designed to carry out a specific group transformation, namely converting a carbonyl group into a CH2 group. Clemmensen is done under highly acidic conditions, while the Wolff Kishner is done under basic conditions The problem presented at the bottom is in error.......both are simple reductions. H2/Pd is often used to preserve the carbonyl group. You have this understood quite well.

Keep up the great work.

Dr. Romano

 

[510586]

The Clemmensen and Wolff Kishner reaction are designed to carry out a specific group transformation, namely converting a carbonyl group into a CH2 group. Clemmensen is done under highly acidic conditions, while the Wolff Kishner is done under basic conditions The problem presented at the bottom is in error.......both are simple reductions. H2/Pd is often used to preserve the pcarbonyl group. You have this understood quite well.

Keep up the great work.

Dr. Romano

Thanks Dr. Romano! So h2/pd reduces benzyllic ketones and aldehydes whyle preserving all others correct?

 

[DAT Destroyer]

Thanks Dr. Romano! So h2/pd reduces benzyllic ketones and aldehydes whyle preserving all others correct?

Yes, from my experience doing Organic synthesis , H2/Pd is a very nice way to preserve the integrity of carbonyl group. There are many books written of reducing agents but I do not think you want to see the size of these books.

Dr. Romano