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Rank the following in order of increasking pKa, by placing a 1 under the compoun

ID: 861703 • Letter: R

Question

Rank the following in order of increasking pKa, by placing a 1 under the compound whose underlined hydorgen has the lowest pKa, and an 8 under the one with the highest pKa. This problem should not require a pKa table.

In order to get full points, you need to explain it fully. I am trying to actually understand this for a final tomorrow.

Rank the following in order of increasking pKa, by placing a 1 under the compound whose underlined hydorgen has the lowest pKa, and an 8 under the one with the highest pKa. This problem should not require a pKa table.

Explanation / Answer

From most acidic to least acidic

1] N-C----H

2] CH-C----H

3]H2C-CH-----H

4] ----O---H

5] (CH3)2 ---N ----H

6]---H

7] ---CH2 ----H

8] Cyclic CH3-----H

As this is the order of acidic H

My reasons behind the solution are :

* Acidity of an hydrogen depends on the groups that are attached to the adjacent this means the ease with which the hydrogen or H+ can be removed from a compound helps us to find the acidity of a compound

* So now we see that the triple bonds are more electronegative than the double bonds and we can also differentiate that 3 degree C- will be unstale if H+ is removed from the compound so H+ is most difficult in that case .

*Now the order for pKa will be exactly the reverse of the acidity