The least acidic compound among the following | vedclass

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Question

(A) To determine the least acidic compound,we compare the stability of their conjugate bases:$(A)$ $m$-Ethoxyphenol: The conjugate base is a phenoxide

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$(A)$ $m$-Ethoxyphenol

Vedclass · Answer

(A) To determine the least acidic compound,we compare the stability of their conjugate bases:$(A)$ $m$-Ethoxyphenol: The conjugate base is a phenoxide ion,which is resonance-stabilized by the benzene ring.$(B)$ Benzenesulfonic acid: The conjugate base is a sulfonate ion $(PhSO_3^-)$,which is highly resonance-stabilized by three oxygen atoms.$(C)$ Butanoic acid: The conjugate base is a carboxylate ion $(CH_3CH_2CH_2COO^-)$,which is resonance-stabilized by two oxygen atoms.$(D)$ Ethyl propiolate $(EtO_2C-C \equiv CH)$: The acidic proton is on the $sp$-hybridized carbon. The conjugate base is $EtO_2C-C \equiv C^-$. Although the negative charge is on an $sp$-hybridized carbon (which is more electronegative than $sp^2$ or $sp^3$),it is not resonance-stabilized by oxygen atoms like the others.Comparing the acidity,sulfonic acids are the strongest,followed by carboxylic acids,then phenols,and finally terminal alkynes. Therefore,ethyl propiolate is the least acidic.

The least acidic compound among the following is:

Similar Questions

Homologues have different

Which of the following will have the highest enol content?

Which of the following statements is incorrect?

The correctly matched pairs of the following are given by the sets $:$
$(A)$ Neopentane $-$ position isomer of isopentane
$(B)$ Isopentane $-$ three primary carbon atoms
$(C)$ Isobutylene $-$ no secondary carbon
$(D)$ Isobutane $-$ two primary carbons

Which is correctly matched?

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