910 a Do you expect dimethylsulfoxide CHs SO to bind to H th

9.10 a. Do you expect dimethylsulfoxide, (CHs) SO, to bind to H through the sulfur or the oxygen atom? Support your prediction with numbers. . Calculate the affinities of the following bases for trimethylstannyl cation, (CH)Sn H20, NH3, CH3NH2, (CH32NH, (CH3)3N

Solution

(a)

It binds through S, be cause it is less electronegative than O.

(b)

(CH₃)₂NH > CH₃NH₂ > (CH₃)₃N > NH₃ > H₂O