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.

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NameFormulaAcceptor number
AN
Donor number
DN
🏷 Tag
2-phenylacetonitrileC8H7N(18.4)15.1aromatic; nitrile;
styreneC8H8(3.5)5.0alkene; aromatic;
acetophenoneC8H8O(14.5)15.0aromatic; ketone;
methyl benzoateC8H8O2(9.7)15.0aromatic; ester;
1,3-dimethylbenzeneC8H10(0.7)5.0aromatic;
1,4-dimethylbenzene     ⋮(0.3)5.0aromatic;
ethylbenzene     ⋮6.0aromatic;
2-phenylethanolC8H10O33.823.0aromatic; alcohol;
ethoxybenzene     ⋮(6.9)8.0aromatic; ether;
N,N-dimethylanilineC8H11N(6.7)27.0amine; aromatic;
2,2,4-trimethylpentan-3-oneC8H16O11.3ketone;
isopropyl 2,2-dimethylpropanoateC8H16O213.5ester;
isopropyl pivalate     ⋮13.5
dimethylamino-di(azetidin-1-yl)phosphine oxideC8H18N3OP42.3
dibutyl etherC8H18O(0.1)19.0ether;
octanol     ⋮(29.0)32.0alcohol;
dibutyl sulfoxideC8H18OS31.0
N-(dimethylamino-pyrrolidin-1-ylphosphoryl)-N-methylmethanamineC8H20N3OP38.0
N-bis(dimethylamino)phosphoryl-N-ethylethanamineC8H22N3OP37.8
quinolineC9H7N(12.2)32.0aromatic; heteroaromatic;
ethyl benzoateC9H10O2(9.7)15.0aromatic; ester;
1,3,5-trimethylbenzeneC9H12(0.0)10.0aromatic;
cumene     ⋮6.0aromatic;
N,N-dimethylbenzylamineC9H13N21.0amine; aromatic;
tri(azetidin-1-yl)phosphine oxideC9H18N3OP43.0