00:01
So in this problem, we need to rank all of these compounds in order of increasing nucleophilicity.
00:06
So the best nucleophiles are going to bear a negative charge.
00:09
And a, all of them bear a negative charge.
00:12
So we're going to go with the fact that nucleophilicity increases as basicity increases.
00:18
So the strongest bases are going to have conjugate acids with the highest pkk.
00:23
So comparing conjugate acid pkk here, the pkk for an alkan is around 50.
00:32
The p .a for water is around 15, and the pca for ammonia is around 38.
00:46
So the best nucleophile here is going to have the highest pca.
00:54
So our best one is ch3 minus.
01:00
Our next best one is going to be nh2 minus, and our worst one is going to be oh minus.
01:16
For b, the best nucleophiles are going to bear negative charges.
01:22
So our automatic worst one is going to be water.
01:29
After that, we're comparing nucleophiles in a polar prodig solvent, which is this.
01:35
In a polar product solvent, nucleophilocy increases as the size of the anion increases.
01:41
So in this case, s is bigger than o, and they both have one hydrogen.
01:47
So our middle nucleophile is going to be oh -h -minus, and our best nucleophile is going to be sh -minus.
02:01
And c, we have these, and all of them are charged, so there's no clear choice for which one's best or worse here.
02:11
So then you, once again, in polar product solvent and ch3 -o -h is polar protic, the nucleophilicity increases as size of the anion increases.
02:23
So, our comparing the first two, s is bigger than o...