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
heptaneC7H160.00.0alkane;
hexaneC6H140.00.0alkane;
triethylamineC6H15N1.461.0amine;
diethyl etherC4H10O3.919.2ether;
tetrahydrofuranC4H8O8.020.0ether;
benzeneC6H68.20.1aromatic;
tetrachloromethaneCCl48.60.0halo;
N,N,N',N'-tetramethylureaC5H12N2O9.231.0amide;
ethyl acetateC4H8O29.317.1ester;
diethylamineC4H11N9.450.0amine;
bis(2-methoxyethyl) etherC6H14O39.9ether;
tributyl phosphateC12H27O4P9.923.7
1,2-dimethoxyethaneC4H10O210.220.0ether;
dioxaneC4H8O210.314.3ether;
hexamethylphosphoramideC6H18N3OP10.638.8
methyl acetateC3H6O210.716.5ester;
2-propanoneC3H6O12.517.0ketone;
N-methylpyrrolidoneC5H9NO13.327.3amide;
N,N-diethylacetamideC6H13NO13.632.2amide;
N,N-dimethylacetamideC4H9NO13.627.8amide;
pyridineC5H5N14.233.1heteroaromatic;
nitrobenzeneC6H5NO214.84.4nitro; aromatic;
benzonitrileC7H5N15.511.9aromatic; nitrile;
N,N-dimethylformamideC3H7NO16.026.6amide;
1,1-dichloroethaneC2H4Cl216.2halo;