Gutmann acceptor and donor numbers

The Gutmann Acceptor- (AN) and Donor Number (DN) are measures of the strength of solvents as Lewis acids or bases.
The Acceptor Number is based on the 31P-NMR chemical shift of triethylphosphine oxide in the solvent.
The Donor Number is based on the heat of reaction between the compound dissolved in CH2ClCH2Cl and SbCl5, and is therefore a 'solute' rather than a 'solvent' scale. Because SbCl5 is decomposed by protic compounds, e.g. alcohols, the Donor Numbers for these have to be determined by indirect methods.

The Acceptor Number is a measure of hydrogen bond acidity and correlated with other hydrogen bond acidity scales such as → Dimroth-Reichardt ET (→ ET vs AN) and → Swain Acity (→ Acity vs AN). Correlation with → Kamlet-Taft α and → Catalán SA is weaker.
The Donor Number is correlated with → Kamlet-Taft β (→ β vs DN).

See → "The donor-acceptor approach to molecular interactions" by V. Gutmann, Plenum Press, New York and London (1978), and →Lewis donor strength for scales of Lewis bases.

Note: AN values in parenthesis are estimated from the corresponding Dimroth-Reichardt ET-values.

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NameFormulaAcceptor number
AN
Donor number
DN
🏷 Tag
acetic acidC2H4O252.920.0carboxylic_acid;
1,3,2-dioxathiolan-2-oxideC2H4O3S15.3
2-chloroethanolC2H5ClO(42.6)5.0halo; alcohol;
N-methylformamideC2H5NO32.127.0amide;
nitroethaneC2H5NO2(20.1)5.0nitro;
ethanolC2H6O37.919.2alcohol;
dimethyl sulfoxideC2H6OS19.329.8
ethanediolC2H6O2(44.1)20.0alcohol;
dimethyl sulfideC2H6S(0.0)40.0
ethylamineC2H7N55.0amine;
2-aminoethanolC2H7NO33.7alcohol; amine;
1,2-diaminoethaneC2H8N220.955.0amine;
4,4,5,5-tetrachloro-1,3-dioxolan-2-oneC3Cl4O30.8
4,5-dichloro-1,3-dioxolan-2-oneC3H2Cl2O316.73.2
1,1,1,3,3,3-hexafluoro-2-propanolC3H2F6O66.7halo; alcohol;
methyl trifluoroacetateC3H3F3O22.7ester; halo;
1,3-dioxolan-2-oneC3H4O3(29.5)16.4ester;
propanoyl chlorideC3H5ClO3.2
ethyl chloroformateC3H5ClO221.3halo; ester;
propanenitrileC3H5N(20.1)16.1nitrile;
N,N-dimethylcarbamoyl chlorideC3H6ClNO17.2
dimethylcyanamideC3H6N2(20.5)17.0
2-propanoneC3H6O12.517.0ketone;
1,3-dioxolaneC3H6O2(19.2)21.2
ethyl formate     ⋮(15.0)17.0ester;