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
2-methyltetrahydrofuranC5H10O(6.7)12.0ether
selenium oxychlorideH2Cl2OSe…12.2
methyl 2,2-dimethylpropanoateC6H12O2…12.8ester
ethyl chloroacetateC4H7ClO2(12.2)13.0halo; ester
ethyl 2,2-dimethylpropanoateC7H14O2…13.0ester
isopropyl 2,2-dimethylpropanoateC8H16O2…13.5ester
isopropyl pivalate     ⋮…13.5
acetonitrileC2H3N18.914.1nitrile
dioxaneC4H8O210.314.3ether
2,2-dimethylpentan-3-oneC7H14O…14.6ketone
sulfolaneC4H8O2S19.214.8
2,2,6,6-tetramethyl-4-heptanoneC11H22O…15.0ketone
3-pentanoneC5H10O(12.0)15.0ketone
acetophenoneC8H8O(14.5)15.0aromatic; ketone
butyl acetateC6H12O2(10.5)15.0ester
ethyl benzoateC9H10O2(9.7)15.0aromatic; ester
methyl benzoateC8H8O2(9.7)15.0aromatic; ester
2-phenylacetonitrileC8H7N(18.4)15.1aromatic; nitrile
4-methyl-2-oxo-1,3-dioxolaneC4H6O318.315.1ester
1,3,2-dioxathiolan-2-oxideC2H4O3S…15.3
2-methylpropanenitrileC4H7N…15.4nitrile
4-methyl-2-pentanoneC6H12O(12.2)16.0ketone
benzaldehydeC7H6O…16.0aromatic; aldehyde
benzophenoneC13H10O…16.0ketone; aromatic
bis(2-chloroethyl) etherC4H8Cl2O(16.3)16.0halo; ether