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
2,2,4,4-tetramethyl-3-pentanoneC9H18O10.3ketone;
2,6-dimethyl-4-heptanone     ⋮(9.5)16.4ketone;
pyridinium dichromateC10H12Cr2N2O718.3
1,3,3-trimethyl-2-oxabicyclo[2.2.2]octaneC10H18O(2.0)24.0ether;
2,2,5,5-tetramethylhexan-3-oneC10H20O11.8ketone;
ethylamino-dipyrrolidinophosphine oxideC10H22N3OP42.6
N-dipyrrolidin-1-ylphosphoryl-N-methylmethanamine     ⋮45.4
decanolC10H22O(27.8)31.0alcohol;
2,2,6,6-tetramethyl-4-heptanoneC11H22O15.0ketone;
diphenylphosphinic chlorideC12H10ClOP22.4
tripyrrolidinophosphine oxideC12H24N3OP47.2
bis(pyrrolidino)diethylaminophosphine oxideC12H26N3OP55.2
tributylamineC12H27N(0.0)50.0amine;
tributyl phosphateC12H27O4P9.923.7
bis(diethylamino)-pyrrolidinophosphine oxideC12H28N3OP40.2
hexaethylphosphoramideC12H30N3OP36.6
benzophenoneC13H10O16.0ketone; aromatic;
dibenzyl etherC14H14O(6.3)19.0aromatic; ether;
1-di(piperidin-1-yl)phosphorylpiperidineC15H30N3OP40.9
dioctyl sulfoxideC16H34OS30.3
dioctyl methylphosphonateC17H37O3P31.2
N,N-dioctyloctan-1-amine oxideC24H51NO52.3
trioctylphosphine oxideC24H51OP33.8