What is a tautomerism in chemistry?
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What is a tautomerism in chemistry?
tautomerism, the existence of two or more chemical compounds that are capable of facile interconversion, in many cases merely exchanging a hydrogen atom between two other atoms, to either of which it forms a covalent bond.
What are the conditions to show tautomerism?
The basic condition of tautomerism is the presence of acidic alpha hydrogen. The alpha hydrogen is hydrogen that is attached to alpha carbon (the carbon which is directly attached to a functional group).
Who discovered tautomerism?
Abstract. THE term ‘Tautomerism’ was introduced by van Laar in 1885 in order to describe those cases in which the compounds represented by two different structural formulæ are found to be “not isomeric but identical”.
What type of compounds show tautomerism?
Tautomerism is an isomerism in which the isomers are readily interchangeable and are in dynamic equilibrium with each other. It is shown by the compounds which have an acidic. Keto compounds show tautomerism.
How many molecules will show tautomerism?
For tautomerism, the condition is that the carbonyl group should have an alpha hydrogen which is attached to the sp3 hybridized carbon atom. Hence, four compounds as shown in above image will exhibit tautomerism.
Why does Tautomerization occur?
Tautomerization begins when the partially negative electrons on the alcohol oxygen reaches down to attack the sp2 carbon atom (the one holding the pi bond). In forming a second bond between carbon and oxygen, carbon would have a total of 5 bonds.
How many compounds which can show tautomerism?
What is enol and keto?
In organic chemistry, keto–enol tautomerism refers to a chemical equilibrium between a keto form (a ketone or an aldehyde) and an enol (an alcohol). The keto and enol forms are said to be tautomers of each other.
Why does tautomerism occur?
Either acid or base can catalyze proton transfer. Hence, tautomerization occurs by two different mechanisms. In the first step of acid-catalyzed tautomerization of the keto form, hydronium ion protonates the carbonyl oxygen atom. Then, water removes the α-hydrogen atom to give the enol.
