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
diethylamineC4H11N9.450.0amine;
tributylamineC12H27N(0.0)50.0amine;
triethylenephosphoramideC6H12N3OP50.0
N,N-dioctyloctan-1-amine oxideC24H51NO52.3
1,2-diaminoethaneC2H8N220.955.0amine;
ethylamineC2H7N55.0amine;
bis(pyrrolidino)diethylaminophosphine oxideC12H26N3OP55.2
2-methyl-2-propanamineC4H11N(6.7)57.0amine;
ammoniaH3N59.0
triethylamineC6H15N1.461.0amine;