Do deuterated compounds have a different pKa?
Specifically, I was wondering whether ethanol-D5 might have a different pKa than ethanol, and the mechanism behind this?
Many thanks
Andrei Blasko
Popular answer
Yes, deuterated compounds have different pKa; the OD bond is stronger than the OH. Use the equation: pD = pH + 0.38 (Carbohydrate Research, 1997, 298(3):163-172).
3 votes
1 thanks
Greg Petruncio
I would guess the pKa does change.
The incorporation of deterium in place of protium changes bond length, bond dissociation energy and thus the pKa probably changes as well
2 votes
1 thanks
Andrei Blasko
Yes, deuterated compounds have different pKa; the OD bond is stronger than the OH. Use the equation: pD = pH + 0.38 (Carbohydrate Research, 1997, 298(3):163-172).
3 votes
0 thanks
- Badges
- Science topic
- Similar topics
- Chemistry
- Organic Chemistry
More Bibek Das's questions See All
Similar questions and discussions