Re: ORGLIST:properties of aromatic substituents

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From: Jacob Zabicky (zabicky$##$bgumail.bgu.ac.il)
Date: Thu Dec 05 2002 - 09:21:30 EST

Hello Samarium,

IMHO, your question needs some modifications:

--The Pauling scale, as far as I remember, refers to the elements. There
are other sclales for the electronegativity of aromatic substituents, for
example, Hammett's sigma values, or the pKa values of p-substituted benzoic
acid or p-substiotuted anilines.

--The hydrophobicity basis of comparison is fine; now you have to define in
what aromatic compound do you want your ethinyl group so you compare the
partition coefficients..

--As far as I remember, you can estimate molar refractions from
contributions of groups forming the molecule. I'm not sure whether the
ethinyl group is one of the contributors or its parts are.

I suggest you enter www.google.com or www.scirus.com and ask for

ethinyl electronegativity
ethinyl hydrophobicity

and see what crop you get

Good luck

Jacob

At 12:57 5/12/2002, samarium Steiner wrote:
>hello together
>
>I'm looking for the following values of an ethinyl-group attached on an
>aromatic system for a comparision.
>
>-electronegativity (from pauling scale?).
>-hydrophobicity (e.g. as measured by the relative partition coefficient of
>meta-subst. 3-phenoxyacetic acids between 1-octanol and water).
>-effective van der waals radius (derived from rotational barriers in
>6-aryl-1,1,5-trimethylindanes).
>-molar refraction
>
>I have no idea where to find those values.
>
>thanks a lot!!
>
>samarium
>
>--
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