Question
Asked Jan 29, 2019
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(3 pts) For the following sets of compounds, place the compounds in order of
increasing acidity, and justify your answer
4.
Cl
он
Cl
он
он
он
IV
он
он
он
он
Cil
Ci
IV
Cl
он
он
он
Ci
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(3 pts) For the following sets of compounds, place the compounds in order of increasing acidity, and justify your answer 4. Cl он Cl он он он IV он он он он Cil Ci IV Cl он он он Ci

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Expert Answer

Acidity is measured as strength to loose a H atom or H+ ion. 

(a) The increasing order of acid strength here is :  I < II < IV < III

Cl is an electronegative atom. It pulls electrons through induction vis sigma bonds. In 'I' absence of any such group gives it least acidity. Followed by II which has 1 Cl atom attached to it. Then is IV having 2 Cl atoms and finally most acidic is III, having 3 Cl atoms attached to it. Maximum electons are pulled making the H of -COOH group most acidic which can be readily lost.

(b) The increasing order of acidity here is : IV < III < II < I

Br being bigger is size then Cl is less electronegative than Cl. As the distance between the -COOH group (having acidic H) and the halogen (Cl or Br) increases, the inductive effect also decreases. Therefore, closer the electronegative atom, stronger is the pulls of electrons. 

In IV, ...

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