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
AN
Donor number
DN
🏷 Tag
thionyl chlorideCl2OS0.4
sulfuryl chlorideCl2O2S0.1
phosphorus oxychlorideCl3OP11.7
antimony pentachlorideCl5Sb100.0
selenium oxychlorideH2Cl2OSe12.2
waterH2O54.818.0
ammoniaH3N59.0
hydrazineH4N244.0
tetrachloromethaneCCl48.60.0halo;
carbon disulfideCS2(0.0)2.0
trichloromethaneCHCl323.14.0halo;
trifluoromethanesulfonic acidCHF3O3S129.1
dichloromethaneCH2Cl220.41.0halo;
formic acidCH2O283.619.0carboxylic_acid;
formamideCH3NO39.824.0amide;
nitromethaneCH3NO220.52.7nitro;
methanolCH4O41.519.0alcohol;
methanesulfonic acidCH4O3S126.3
trifluoroacetic acidC2HF3O2105.3halo; carboxylic_acid;
chloroacetonitrileC2H2ClN(25.4)10.0halo; nitrile;
acetyl chlorideC2H3ClO0.7
2,2,2-trifluoroethanolC2H3F3O53.8halo; alcohol;
acetonitrileC2H3N18.914.1nitrile;
1,1-dichloroethaneC2H4Cl216.2halo;
1,2-dichloroethane     ⋮16.70.0halo;