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
bis(2-methoxyethyl) etherC6H14O39.9ether;
bis(diethylamino)-pyrrolidinophosphine oxideC12H28N3OP40.2
bis(dimethylamino)-(ethylamino)phosphine oxideC6H18N3OP41.2
bis(ethylamino)-(dimethylamino)phosphine oxide     ⋮40.6
bis(pyrrolidino)diethylaminophosphine oxideC12H26N3OP55.2
bromobenzeneC6H5Br(6.9)3.0aromatic; halo;
butyl acetateC6H12O2(10.5)15.0ester;
carbon disulfideCS2(0.0)2.0
chloroacetonitrileC2H2ClN(25.4)10.0halo; nitrile;
chlorobenzeneC6H5Cl(7.3)3.3aromatic; halo;
cyclohexaneC6H12(0.0)0.0alkane; cycloalkane;
dibenzyl etherC14H14O(6.3)19.0aromatic; ether;
dibutyl etherC8H18O(0.1)19.0ether;
dibutyl sulfoxideC8H18OS31.0
diethyl carbonateC5H10O3(7.7)16.0ester;
diethyl dimethylamidophosphateC6H16NO3P29.5