Why are phenols more acidic than alcohols? What are the dominant products of the

Question

Why are phenols more acidic than alcohols? What are the dominant products of the following reactions: phenol + sodium hydroxide rightarrow phenoxide + ethyl bromide rightarrow phenol + ethyl bromide Which is the stronger acid in each of the following pairs? phenol or p-hydroxybenzaldehyde m-cyanophenol or p-cyanophenol BHA (butylated hydroxyanisole) is an important antioxidant used commercially as a food preservative. It is made from p-methoxyphenol and 2-methylpropene. Show how this reaction works. Anisole is a common name for methoxybenzene.

Explanation / Answer

In aqueous medium, the acid produces H+ ions. Due to the difficulty of removal of H+ from alcohols, phenols are more acidic than alcohols.

when phenol loses the proton, It is stabilized by resonance in the Benzene ring.

b) phenol +sodium hydroxide ---. sodium phenoxide

c)Sodium phenoxide reacts with ethyl bromide to yield ethyl phenyl ether

d) C6H5.O.C2H5

e) P-hydroxy Benzaldehye is more acidid than phenol as indicated by Pka values.

Pkas : Phenol : 9.89, P-hydroxy Benzaldehyde : 7.9

f) The conjugate base of para-cyanophenol is more stable than that of meta-cyanophenol acid. p- cyanophenol is more acidic

g)

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