Draw the resonance structures for the conjugate base of Phenol (C6H6O). In one sentence, explain why phenol (C6H6O) has a pKa of
10 while cyclohexanol (C6H12O) has a pKa of 16
1 answer:
Answer:
The four resonance structures of the phenoxide ion are shown in the image attached
The conjugate base of cyclohexanol has only one resonance contributor, while
the conjugate base of phenol has four resonance contributors.
Explanation:
In organic chemistry, it is known that structures are more stable if they possess more resonance contributors. The greater the number of contributing canonical structures, the more stable the organic specie. Since the phenoxide ion has four contributing canonical structures, it is quite much more stable than cyclohexanol having only one contributing structure to its conjugate base. Hence the PKa(acid dissociation constant) of phenol is lesser than that of cyclohexanol. The conjugate base of phenol is stabilized by resonance.
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Answer:- The direction of the polarity of the indicated bond is from carbon to oxygen.
Explanations:- There are two types of covalent compounds, polar and non polar. If the bond is between two same atoms for example, H-H, Cl-Cl etc then the bond is non polar. If the bond is between two different atoms then the bond would be polar. The direction of the polarity is from loss electron negative atom to more electron negative atom.
Oxygen is more electron negative than carbon. So, being more electron negative, the bonding electrons are more towards oxygen and it cases partial negative charge on oxygen and partial positive charge on carbon. The direction of the polarity is from less electron negative carbon to more electron negative oxygen.
It is shown in the diagram below:
