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
trimethyl phosphateC3H9O4P16.323.0
1,2-dichloroethaneC2H4Cl216.70.0halo;
4,5-dichloro-1,3-dioxolan-2-oneC3H2Cl2O316.73.2
oxolan-2-oneC4H6O217.318.0ester;
morpholineC4H9NO17.5ether; amine;
1-methylpyrrolidin-2-thioneC5H9NS17.7
4-methyl-2-oxo-1,3-dioxolaneC4H6O318.315.1ester;
pyridinium dichromateC10H12Cr2N2O718.3
N,N-dimethylthioformamideC3H7NS18.8
acetonitrileC2H3N18.914.1nitrile;
sulfolaneC4H8O2S19.214.8
dimethyl sulfoxideC2H6OS19.329.8
dichloromethaneCH2Cl220.41.0halo;
nitromethaneCH3NO220.52.7nitro;
1,2-diaminoethaneC2H8N220.955.0amine;
trichloromethaneCHCl323.14.0halo;
2-methyl-2-propanolC4H10O27.138.0alcohol;
N-methylformamideC2H5NO32.127.0amide;
2-propanolC3H8O33.521.1alcohol;
2-aminoethanolC2H7NO33.7alcohol; amine;
2-phenylethanolC8H10O33.823.0aromatic; alcohol;
benzyl alcoholC7H8O36.823.0aromatic; alcohol;
butanolC4H10O36.819.5alcohol;
propanolC3H8O37.319.8alcohol;
ethanolC2H6O37.919.2alcohol;