Synthesis and Crystal Structure of Diisopropyl Hydroxy(4-methoxyphenyl)methylphosphonate

Abstract

The title compound, C₁₄H₂₃O₅P, was synthesized by the reaction of 4-methoxybenzaldehyde and diisopropyl phosphite. Its structure was determined with X-ray crystallographic, NMR, MS, and elemental analysis (EA) techniques. The crystal belongs to monoclinic, space group P 2_1/n with the following crystallographic parameters: a = 10.529 (2) Å, b = 8.424 (2) Å, c = 19.448 (4) Å, α = 90°, β = 105.2 (3)°, γ = 90°, μ = 0.180 mm⁻¹, V = 1664.1 (6) Å³, Z = 4, Dx = 1.207 mg/mm³, F (000) = 648, T = 293 (2) K, 2.00° ≤ θ ≤ 25.50°. The final residual factor is 0.049 for 1933 reflections with I > 2σ (I). Crystal packing is stabilized by interatomic hydrogen bond interactions between the doubly bonded phosphoryl O atom and the hydroxyl H atom which link the molecules into chains along the [011] plane of the unit cell.

Index Abstract

The title compound, diisopropyl hydroxy(4-methoxyphenyl)methylphosphonate, was synthesized by the reaction of 4-methoxybenzaldehyde and diisopropyl phosphite. Its structure was determined with X-ray crystallographic, NMR, MS, and elemental analysis (EA) techniques. Crystal packing is stabilized by interatomic hydrogen bond interactions between the doubly bonded phosphoryl O atom and the hydroxyl H atom which link the molecules into chains along the [011] plane of the unit cell.