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
2,2,5,5-tetramethylhexan-3-oneC10H20O11.8ketone;
2,2,6,6-tetramethyl-4-heptanoneC11H22O15.0ketone;
2,2-dimethylpentan-3-oneC7H14O14.6ketone;
2,3-butanedioneC4H6O211.0ketone;
2,4-dimethyl-3-pentanoneC7H14O(10.9)16.2ketone;
2,6-dimethyl-4-heptanoneC9H18O(9.5)16.4ketone;
2-aminoethanolC2H7NO33.7alcohol; amine;
2-butanoneC4H8O(15.8)17.4ketone;
2-chloroanilineC6H6ClN(23.7)31.0aromatic; halo; amine;
2-chloroethanolC2H5ClO(42.6)5.0halo; alcohol;
2-methyl-1-propanolC4H10O(29.5)37.0alcohol;
2-methyl-2-butanolC5H12O(15.4)44.0alcohol;
2-methyl-2-propanamineC4H11N(6.7)57.0amine;
2-methyl-2-propanolC4H10O27.138.0alcohol;
2-methylpentan-3-oneC6H12O16.2ketone;
2-methylpropanenitrileC4H7N15.4nitrile;
2-methyltetrahydrofuranC5H10O(6.7)12.0ether;
2-pentanone     ⋮(15.4)17.5ketone;
2-phenylacetonitrileC8H7N(18.4)15.1aromatic; nitrile;
2-phenylethanolC8H10O33.823.0aromatic; alcohol;
2-propanolC3H8O33.521.1alcohol;
2-propanoneC3H6O12.517.0ketone;
3,3-dimethyl-2-butanoneC6H12O(11.4)17.0ketone;
3-methyl-1-butanolC5H12O(30.3)32.0alcohol;
3-methyl-2-butanoneC5H10O(15.0)17.1ketone;