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Why chloroacetic acid has lower pKa than acetic acid?

Why chloroacetic acid has lower pKa than acetic acid?

Aldehydes, Ketones and Carboxylic Acids Account for the fact that chloroacetic acid has a lower pKa value than acetic acid. The electron-withdrawing Cl group stabilizes the ClCH2COO- anion and increases the acidic strength. Hence, chloroacetic acid has a lower pKa value than acetic acid.

Why is chloroacetic acid stronger than acetic?

Due to the inductive effect of the chlorine atom the electron density is reduced over the already weakened O-H bond in the carboxylic moiety (due to the presence of alpha carbonyl group) which in turn make it a stronger acid than acetic acid as the ease of releasing the hydrogen to the base is increased.

Which carboxylic acid is more acidic and why acetic acid or chloroacetic acid?

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Acidity of carboxylic acids increases due to presence of electron withdrawing group/atom since the carboxylate ion (RCOO-) gets stabilised by negative inductive effect of Cl which will withdraw the negative charge on oxygen and thereby stabilize the carboxylate ion in chloro acetic acid making it more acidic than …

Which acid has lower pKa value?

Now out of the given options, only formic acid $ HCOOH $ is the only compound that does not have any alkyl group in it so, it will dissociate $ {H^ + } $ easily and due to greater ionization, it will have the lowest $ p{k_a} $ value among all the other acids. Hence, option (C) is correct.

Which of the following has lowest pKa value CL ch2cooh?

Since ClCH2COOH has only one α−Cl atom and Cl2CHCOOH has two α−Cl atoms; therefore, CHCl2COOH is a strongest acid among all and has lowest pKa value.

Is chloroacetic acid stronger than acetic acid?

carboxylic acids Similarly, chloroacetic acid, ClCH2 COOH, in which the strongly electron-withdrawing chlorine replaces a hydrogen atom, is about 100 times stronger as an acid than acetic acid, and nitroacetic acid, NO2CH2 COOH, is even stronger. (The NO2 group is a very strong electron-withdrawing group.)

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Why trifluoroacetic acid is stronger than acetic acid?

TFA is a stronger acid than acetic acid, having an acid ionisation constant, Ka, that is approximately 34,000 times higher, as the highly electronegative fluorine atoms and consequent electron-withdrawing nature of the trifluoromethyl group weakens the oxygen-hydrogen bond (allowing for greater acidity) and stabilises …

Which of the following is most acidic Hcooh?

So, the most acidic is \[HCOOH\]. So, the correct answer is Option A.

Which of the following has the lowest pKa value CH3CH2COOH?

A CH3CH2COOH ® (CH3)2CHCOOH HCOOH CORRECT ANSWER D CH3COOH SOLUTION Lowest pka + Highest ka + High acididty. As R increases → Acidity decreases. Where, R is length of alkyl chain. So, HCOOH is more acidic and least value of pka.

Which has the highest pKa value?

The phenol and ethanol both are alcohols. Out of these phenols are more acidic than phenols. So, they will be least acidic and thus will have the highest pKa value. So, the correct answer is “Option D”.

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Which of the following acid has least pKa value?