Re: tojc:dan replying to heather

Allister Stone (stoneag@plu.edu)
Tue, 10 Dec 1996 18:29:42 -0800 (PST)

Dan,
I realized that I had the same question as heather but I had not read my
mail until I sent in my question. The book however seems to show that it
the hydrogen attached to the carbon that is pulled off not the c6h5 part
of the molecule. Does that change your answer or did I missunderstand?

Allister

On
Tue, 10 Dec 1996 casmiedm@plu.edu wrote:

> Date: Tue, 10 Dec 1996 12:45:26 -0800 (PST)
> From: casmiedm@plu.edu
> To: carterhk@plu.edu
> Cc: organic chemistry <organic@rainier.chem.plu.edu>
> Subject: Re: tojc
>
> Heather,
> The book is trying to say that you cannot use an organic compound
> that contains an acidic hydrogen (such as HCCH). It's Ka value is around
> 25. When this compound reacts with a Grignard reagent, which is a strong
> base, a Grignard reaction does not occur. Instead, an acid-base reaction
> occurs. You can, however, use a compound that contains an internal triple
> bond but does not have any hydrogens directly bonded to the carbons of
> that triple bond. Hope this clears the air.
> Dan Casmier
> casmiedm@plu.edu
>
> On Tue, 10 Dec 1996 carterhk@plu.edu wrote:
>
> > one more thing i dont understand: the book says that you cant use
> > -c-triple bond -c- in the grignard reaction, then it goes on to use an
> > example with this compound and says that you can use a compound with an
> > internal triple bond. does anyone understand this? i was completely lost!!
> > please let me know!
> > thanks!
> > heather
> > carterhk
> >
> >
> >
>
>