...Tautomers are isomers of organic compounds that readily interconvert by a chemical reaction called tautomerization. It is common that this reaction results in the formal migration of a hydrogen atom or proton, accompanied by a switch of a single bond and adjacent double bond. In solutions in which tautomerization is possible, a chemical equilibrium of the tautomers will be reached. The exact ratio of the tautomers depends on several factors, including temperature, solvent, and pH. The concept of tautomers that are interconvertible by tautomerizations is called tautomerism. Tautomerism is a special case of structural isomerism and can play an important role in non-canonical base pairing in DNA and especially RNA molecules. Read full entry
This entry is from Wikipedia,the leading user-contributed encyclopedia.It may not have been reviewed by professional editors(See full disclaimer)
- 1.Tautomer - Wikipedia, the free encyclopedia
- Tautomer. From Wikipedia, the free encyclopedia. Jump to: navigation, search. Tautomers are isomers of organic compounds that readily interconvert by a ...
- http://en.wikipedia.org/wiki/T
automer
- 2.tautomerism: Definition from Answers.com
- tautomerism n. Chemical isomerism characterized by relatively easy ... tautomer. What is the significance of tautomerism in DNA bases? Read answer...
- http://www.answers.com/topic/t
automerism
 |
Why the keto tautomer is much |
|
 |
|
|
 |
Because oxygen is electron-withdrawing, and enols try too hard to keep the oxygen separate from that extra electron density in the double bond. |
|
|
|
|
|
Draw the enol form of the keto If you have a link to the
picture that would be great!
|
|
|
|
|
|
CH3CH=CHOH |
|
|
|
|
|
How do you know where to move Thanks in advance for all of
your responses. It is greatly
appreciated =)
|
|
|
|
|
|
In the keto form, the double bond is between the carbonyl oxygen and carbon centers. In the enol form, the double bond is between the alpha carbon and the carbonyl carbon. If both alpha carbon atoms on each side of the carbonyl carbon contains a proton, then the enol can form on each side. To go from one form to the other, push the unsaturated electrons double-bonded electrons) towards one of the centers mentioned above to create your new unsaturated center... Hope this helps!!! |
|
|
|
|
