Tautomers and pka

  • #1
in terms of pka and tautomers
if a base has a pka of 3.8
with a ph below and above the pka would the amino or imino group predominate
and with a ph above and below the pka would a keto or enol predominate. Im a little confused figuring them out
Nikki
 

Answers and Replies

  • #2
chem_tr
Science Advisor
Gold Member
609
2
First, a base should have a pKa much higher than 3.8; this better fits an acid like acetic acid whose pKa is around 4.7. If you are above the pKa value, you can expect it to be deprotonated like A; below pKa it is surely protonated as in HA.

I presume that keto-enol or amino-imino tautomerism has nothing to do with pKa much. We sometimes need a special tautomer to explain the reaction types as in mechanisms.
 
  • #3
movies
Science Advisor
283
1
I assume that you mean imino-enamine tautomers. Amines and imines are more like alcohols and ketones.
 
  • #4
1
0
:(..................
 

Related Threads on Tautomers and pka

  • Last Post
Replies
2
Views
5K
  • Last Post
Replies
2
Views
4K
  • Last Post
Replies
7
Views
9K
  • Last Post
Replies
5
Views
39K
  • Last Post
Replies
2
Views
14K
  • Last Post
Replies
7
Views
6K
  • Last Post
Replies
3
Views
8K
Replies
13
Views
3K
  • Last Post
Replies
2
Views
3K
Replies
0
Views
5K
Top