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 → Catal├ín 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
3-methylphenolC7H8O50.4
3-methylpyridineC6H7N39.0heteroaromatic;
3-pentanoneC5H10O(12.0)15.0ketone;
4,4,5,5-tetrachloro-1,3-dioxolan-2-oneC3Cl4O30.8
4,5-dichloro-1,3-dioxolan-2-oneC3H2Cl2O316.73.2
4-methyl-2-oxo-1,3-dioxolaneC4H6O318.315.1ester;
4-methyl-2-pentanoneC6H12O(12.2)16.0ketone;
4-methylpyridineC6H7N(12.6)34.0heteroaromatic;
4-methylpyridine N-oxideC6H7NO36.3heteroaromatic;
acetic acidC2H4O252.920.0carboxylic_acid;
acetic anhydrideC4H6O3(20.7)10.5
acetonitrileC2H3N18.914.1nitrile;
acetophenoneC8H8O(14.5)15.0aromatic; ketone;
acetyl chlorideC2H3ClO0.7
ammoniaH3N59.0
anilineC6H7N(21.4)35.0aromatic; amine;
antimony pentachlorideCl5Sb100.0
benzaldehydeC7H6O16.0aromatic; aldehyde;
benzeneC6H68.20.1aromatic;
benzonitrileC7H5N15.511.9aromatic; nitrile;
benzophenoneC13H10O16.0ketone; aromatic;
benzoyl chlorideC7H5ClO2.3
benzoyl fluorideC7H5FO2.0
benzyl alcoholC7H8O36.823.0aromatic; alcohol;
bis(2-chloroethyl) etherC4H8Cl2O(16.3)16.0halo; ether;