Re: TOJC...Sulfonate Ion

Andrew Glandon (glandoal@plu.edu)
Sun, 01 Dec 1996 22:41:08 -0800 (PST)

Jessica-
As far as I know, you hit the nail right on the head. The
sulfonate ion is a weak base because of resonance distributing its
negative charge. The only reason I can think of that this ion would be a
particularly good leaving group is because it is a very weak base.
(Its conjugate acid is a strong acid.)

Andy Glandon

P.S. I hope everyone had a great Thanksgiving and after that great home
cooked meal I want to welcome you all back to the UC, mac and cheese and
Top Ramen.

On Sun, 1 Dec 1996 rossjm@plu.edu wrote:

>
> According to section 10.11, the sulfonate ion is an excellent
> leaving group, because it is a very weak base. I was wondering if this is
> due to resonance in the bonds between the sulfur and the oxygens. Is
> this correct? Are there any other factors that make the sulfonate ion
> such a good leaving group?
>
>
> Jessica M Ross
>
>