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.

Lines 126-150 of 223

NameFormulaAcceptor number
AN
Donor number
DN
🏷 Tag
3-methylpyridineC6H7N39.0heteroaromatic;
4-methylpyridine     ⋮(12.6)34.0heteroaromatic;
aniline     ⋮(21.4)35.0aromatic; amine;
4-methylpyridine N-oxideC6H7NO36.3heteroaromatic;
cyclohexanoneC6H10O(12.9)18.0ketone;
cyclohexaneC6H12(0.0)0.0alkane; cycloalkane;
1,3-dimethyltetrahydropyrimidin-2(1H)-oneC6H12N2O(17.3)33.0amide;
triethylenephosphoramideC6H12N3OP50.0
2-methylpentan-3-oneC6H12O16.2ketone;
3,3-dimethyl-2-butanone     ⋮(11.4)17.0ketone;
4-methyl-2-pentanone     ⋮(12.2)16.0ketone;
cyclohexanol     ⋮(26.3)25.0alcohol;
butyl acetateC6H12O2(10.5)15.0ester;
ethyl 2-methylpropanoate     ⋮16.4ester;
ethyl butanoate     ⋮16.8ester;
methyl 2,2-dimethylpropanoate     ⋮12.8ester;
tert-butyl acetate     ⋮35.9ester;
N,N-diethylacetamideC6H13NO13.632.2amide;
hexaneC6H140.00.0alkane;
N-[bis(aziridin-1-yl)phosphoryl]-N-methylmethanamineC6H14N3OP49.1
diisopropyl etherC6H14O(2.0)19.0ether;
dipropyl ether     ⋮(2.0)18.0ether;
hexanol     ⋮(29.9)30.0alcohol;
bis(2-methoxyethyl) etherC6H14O39.9ether;
triethylamineC6H15N1.461.0amine;