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Which one of the following ions is most stable?
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Alternatives

You selected A when answering this question
The contributor suggests A is the correct option
Option Alternative First
answers
 Confirmed
answers
A

A

58 (47.54%)

39 (97.50%)
B

B

11 (9.02%)

0 (0.00%)
C

C

43 (35.25%)

1 (2.50%)
D

D

10 (8.20%)

0 (0.00%)

Explanation

The following explanation has been provided relating to this question:

There are two contributing factors to this question, one is distance and another is the electronegativity.

 

First, when the halogen group is further from the site of dense charge, the induction effect becomes weaker, therefore there is a lesser contribution to the stability of the ion.

 

Second, as the electronegativity of an atom increases, the dipole created is stronger.  In acid conditions, pKa decreases slightly due to this strong electronegativity, making an even more acidic compound.  The more acidic the compound is, the more stable its conjugate base will be.


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Topics

The following topics have been indicated as being relevant to this question:

stability

Comments

There are 26 comments for this question (26 top-level comments and 0 replies) You may choose to agree or disagree with any of the comments previously written about this question (except comments you have written). Select either the star (agree) or the cross (disagree) to the right of the comments that you feel most strongly about. The order in which comments about this question will be displayed will be determined by the level of agreement
Written: 5:03pm, 24 SepAuthor has: 3686 points and 0 badges

Good question covering the new material in class and good explanation!

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Written: 1:34pm, 25 SepAuthor has: 1850 points and 0 badges

For this question, when I pick the answer, I consider that because in A the F is very electronegative , so it can pull the negative charge from O close to itself, and this is induction effect. It helps the negative charge to spread to more atoms instead only O atom, so that is why it is more stable than others. By the way, since all molecules have same number of resonances, so induction becomes important.

  Reply written by question author
 Good analysis of the question! I like it.
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Written: 1:50pm, 25 SepAuthor has: 3823 points and 6 badges

Nice question.  Good review of induction.

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Written: 6:26pm, 24 SepAuthor has: 300 points and 0 badges

good question...makes you think

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Written: 2:41pm, 26 SepAuthor has: 2238 points and 0 badges

Great question...really makes you consider different contributions to stability.

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Written: 7:24pm, 26 SepAuthor has: 3303 points and 0 badges

I like how it makes you think; we have to recall the concept of e- withdrawing groups and consider the relative electronegativities.

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Written: 1:33pm, 27 SepAuthor has: 2201 points and 0 badges

The explanation was good. I liked it, good job!

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Written: 3:59pm, 27 SepAuthor has: 2342 points and 0 badges

Good question :)

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