Griffin, C. E. published the artcilePhosphoryl stretching frequency correlation for phosphonic acid derivatives, Computed Properties of 866-23-9, the publication is Chemistry & Industry (London, United Kingdom) (1960), 1058-9, database is CAplus.
A plot of Σ σ* (Taft substituent constants) vs. γPO (as films in CS2 or CCl4) for 19 phosphonates [RP(O)XY] (I) gave a linear relationship; a least squares treatment of the data gave γPO = 16.80 Σσ* + 1198. The following I were studied (X = Y = OEt) (R given): Me, Et, Pr, Bu, n-C6H13, CH2:CH, CH2:CHCH2, PhCH2, Ph, ClCH2, Cl2CH, CCl3 (II), BrCH2, HOCH2, AcCH2. Also I (R, X, and Y given): Me, OMe, OMe; Me, OEt, NMe2; Me, NMe2, NMe2 (III); Ph, H, OEt. The average deviation between calculated and observed frequencies was ±4 cm.-1; the only significant deviation occurred with II and III, and may have arisen through disturbance of the normal inductive effects of the substituents by field effects. Major deviations from the linear relationship also occurred with frequency values obtained in the presence of H-bonding solvents. The following σ* values were tentatively assigned: (CH2)2CO2Et, 0.39; (CH2)3CO2Et, 0.39; NEt2, 0.68.
Chemistry & Industry (London, United Kingdom) published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Computed Properties of 866-23-9.
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