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. Author manuscript; available in PMC: 2013 May 8.
Published in final edited form as: J Chem Theory Comput. 2012 Apr 13;8(5):1721–1736. doi: 10.1021/ct300035u

Table 8.

Shown are the calculated and experimental absolute standard state solubility free energies ΔGsolubilityo for the n-alkylamides from acetamide to octanamide (kcal/mol) based on summing ΔGsubo and ΔGsolvo. The

n-Alkylamide
ΔGsubo
ΔGsolvo
ΔGsolubilityo

Log (S)a
Calc. Expt. Error Calc. Expt. Error
Acetamide 10.9 −10.3 0.6 −0.18 0.8 1.0 1.2 0.3
Propanamide 8.5 −8.3 0.1 0.9
Butanamide 10.5 −10.5 0.0 −0.27 0.3 0.2 0.4 0.2
Pentanamide 11.2 −9.7 1.5 0.14 1.4 −1.1 −0.1 1.0
Hexanamide 12.0 −9.4 2.6 0.80 1.8 −1.9 −0.6 1.3
Heptanamide 13.0 −9.5 3.5 −2.6
Octanamide 14.4 −9.4 5.0 −3.6

Mean 1.1 0.7
a

Solubility (S) in units of mol/L is calculated from S=exp[(-ΔGsolubilityo+ΔGexcess)/kBT] where ΔGexcess was given in Table 5, kB is the Boltzmann constant and T is temperature (298°K).