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
Donor number
🏷 Tag
diethyl dimethylphosphoramidateC6H16NO3P29.5
diethyl etherC4H10O3.919.2ether;
diethyl sulfideC4H10S(5.2)41.0
diisopropyl etherC6H14O(2.0)19.0ether;
dimethyl carbonateC3H6O3(11.1)17.2ester;
dimethyl sulfideC2H6S(0.0)40.0
dimethyl sulfoxideC2H6OS19.329.8
dimethylamino-di(azetidin-1-yl)phosphine oxideC8H18N3OP42.3
dioctyl methylphosphonateC17H37O3P31.2
dioctyl sulfoxideC16H34OS30.3
diphenylphosphinic chlorideC12H10ClOP22.4
diphenylphosphonic chloride22.4
dipropyl etherC6H14O(2.0)18.0ether;
ethoxybenzeneC8H10O(6.9)8.0aromatic; ether;
ethyl 2,2-dimethylpropanoateC7H14O213.0ester;
ethyl 2-methylpropanoateC6H12O216.4ester;
ethyl acetateC4H8O29.317.1ester;
ethyl benzoateC9H10O2(9.7)15.0aromatic; ester;
ethyl butanoateC6H12O216.8ester;
ethyl chloroacetateC4H7ClO2(12.2)13.0halo; ester;