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 101-125 of 223

NameFormulaAcceptor number
AN
Donor number
DN
🏷 Tag
3-pentanoneC5H10O(12.0)15.0ketone;
oxane     ⋮(6.9)22.0ether;
ethyl propanoateC5H10O217.1ester;
isopropyl acetate     ⋮17.5ester;
propyl acetate     ⋮(8.6)16.0ester;
diethyl carbonateC5H10O3(7.7)16.0ester;
piperidineC5H11N(4.8)40.0amine;
N,N-diethylformamideC5H11NO(16.7)30.9amide;
N,N-dimethylurethaneC5H11NO222.4amide; ester;
N,N,N',N'-tetramethylureaC5H12N2O9.231.0amide;
2-methyl-2-butanolC5H12O(15.4)44.0alcohol;
3-methyl-1-butanol     ⋮(30.3)32.0alcohol;
pentanol     ⋮(30.5)25.0alcohol;
1,2-dichlorobenzeneC6H4Cl2(9.5)3.0aromatic; halo;
1,3-dichlorobenzene     ⋮(7.1)2.0aromatic; halo;
bromobenzeneC6H5Br(6.9)3.0aromatic; halo;
chlorobenzeneC6H5Cl(7.3)3.3aromatic; halo;
phenylphosphonic dichlorideC6H5Cl2OP18.5
fluorobenzeneC6H5F(7.7)3.0aromatic; halo; fluoro;
phenylphosphonic difluorideC6H5F2OP16.4
iodobenzeneC6H5I(6.2)4.0aromatic; halo;
nitrobenzeneC6H5NO214.84.4nitro; aromatic;
benzeneC6H68.20.1aromatic;
2-chloroanilineC6H6ClN(23.7)31.0aromatic; halo; amine;
phenolC6H6O(38.6)11.0