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
methyl acetateC3H6O210.716.5ester;
dimethyl carbonateC3H6O3(11.1)17.2ester;
N,N-dimethylformamideC3H7NO16.026.6amide;
N,N-dimethylthioformamideC3H7NS18.8
1,3-dimethylureaC3H8N2O29.7
2-propanolC3H8O33.521.1alcohol;
propanol     ⋮37.319.8alcohol;
1,2,3-propanetriolC3H8O3(45.4)19.0alcohol;
trimethyl phosphateC3H9O4P16.323.0
furanC4H4O(5.8)6.0heteroaromatic;
ethyl trichloroacetateC4H5Cl3O2(10.9)3.1halo; ester;
ethyl dichloroacetateC4H6Cl2O29.4ester; halo;
2,2,2-trifluoro-N,N-dimethylacetamideC4H6F3NO16.6amide; fluoro;
N,N-dimethyltrifluoroacetamide     ⋮16.6
2,3-butanedioneC4H6O211.0ketone;
oxolan-2-one     ⋮17.318.0ester;
4-methyl-2-oxo-1,3-dioxolaneC4H6O318.315.1ester;
acetic anhydride     ⋮(20.7)10.5
ethyl chloroacetateC4H7ClO2(12.2)13.0halo; ester;
2-methylpropanenitrileC4H7N15.4nitrile;
butanenitrile     ⋮(19.2)16.6nitrile;
bis(2-chloroethyl) etherC4H8Cl2O(16.3)16.0halo; ether;
2-butanoneC4H8O(15.8)17.4ketone;
tetrahydrofuran     ⋮8.020.0ether;
dioxaneC4H8O210.314.3ether;