Reduction of aromatic ketones to alkanes with Pd/C and hydrogen
Description: When treated with a metal catalyst such as palladium (Pd) or platinum (Pt) and hydrogen gas (H2) ketones next to aromatic groups are converted into alkanes.
The rest of this page is available to MOC Members only.
To get access to this page, plus over 1500 quizzes, the Reaction Encyclopedia, Org 1 / Org 2 summary sheets, and flashcards, sign up here for only 30 cents/ day!
Does H2 pt reduce aldehydes to primary alcohols or directly alkane if H2 is given in excess
It will reduce them to alcohols, and then, given sufficient heat and pressure, reduce aromatic alcohols to alkanes. It is fairly easy to stop at the intermediate alcohol stage.
Can a secondary ketone be reduced to an alkane by H2, Pd/C if it’s not aromatic? If not, what would you use?
Ketones can be reduced to alcohols using Pd/C with enough pressure of H2, but to go down to the alkane, it’s necessary to convert the OH into OTs (or OMs) and treat with LiAlH4. Essentially a substitution reaction occurs forming C-H and breaking C-O .
Can H2/Pt reduce carbonyls as well?
same question for H2/Ni and H2/Pd.
With sufficient hydrogen pressure and heating, yes.
What is the difference between H2, Pd and H2, Pd/C/
Does H2, Pd only reduce ketones to alkanes?
Does H2, Pd/C reduce alkenes to alkanes?
No difference – they’re the same thing.
now, how can i get an alkane from an aldehyde???
You could reduce it to the alcohol, convert to an alkyl halide and then convert to a Grignard followed by acid treatment.
Or we could just perform a clemmensen reduction