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
iodobenzeneC6H5I(6.2)4.0aromatic; halo
trichloromethaneCHCl323.14.0halo
nitrobenzeneC6H5NO214.84.4nitro; aromatic
1,3-dimethylbenzeneC8H10(0.7)5.0aromatic
1,4-dimethylbenzene     ⋮(0.3)5.0aromatic
2-chloroethanolC2H5ClO(42.6)5.0halo; alcohol
nitroethaneC2H5NO2(20.1)5.0nitro
styreneC8H8(3.5)5.0alkene; aromatic
cumeneC9H126.0aromatic
ethylbenzeneC8H106.0aromatic
furanC4H4O(5.8)6.0heteroaromatic
ethoxybenzeneC8H10O(6.9)8.0aromatic; ether
methoxybenzeneC7H8O(7.8)9.0aromatic; ether
ethyl dichloroacetateC4H6Cl2O29.4ester; halo
1,3,5-trimethylbenzeneC9H12(0.0)10.0aromatic
chloroacetonitrileC2H2ClN(25.4)10.0halo; nitrile
2,2,4,4-tetramethyl-3-pentanoneC9H18O10.3ketone
acetic anhydrideC4H6O3(20.7)10.5
2,3-butanedioneC4H6O211.0ketone
methyl propanoateC4H8O2(9.5)11.0ester
phenolC6H6O(38.6)11.0
2,2,4-trimethylpentan-3-oneC8H16O11.3ketone
phosphorus oxychlorideCl3OP11.7
2,2,5,5-tetramethylhexan-3-oneC10H20O11.8ketone
benzonitrileC7H5N15.511.9aromatic; nitrile