Some new N-4-Fluorobenzoyl phosphoric triamides with formula 4-F-C6H4C(O)N(H)P(O)X2, X
NH-C(CH3)3 (1), NHCH2- CH
CH2 (2), NH-CH2C6H5 (3), N(CH3)(C6H5) (4), NHCH( CH3)(C6H5) (5) were synthesized and characterized by 1H, 13C, 31P NMR, IR and Mass spectroscopy and elemental analysis. The structures of compounds 1, 3 and 4 were investigated by X-ray crystallography. The P
O andC
O bonds in these compounds are anti. Compounds 1 and 3 form one dimensional polymeric chain produced by intra- and intermolecular -P
O···H-N- hydrogen bonds. Compound 4 forms only a centrosymmetric dimer in the crystalline lattice via two equal -P
O···H-N- hydrogen bonds. 1H and 13C NMR spectra show two series of signals for the two amine groups in compound 1. This is also observed for the two α- methylbenzylamine groups in 5 due to the presence of chiral carbon atom in molecule. 13C NMR spectrum of compound 4 shows that 2J(P,Caliphatic) coupling constant for CH2 group is greater than for CH3 in agreement with our previous study. Mass spectra of compounds 1-3 (containing 4-F-C6H4C(O)N(H)P(O) moiety) indicate the fragments of amidophosphoric acid and 4-F-C6H4CN that formed in a pseudo McLafferty rearrangement pathway. Also, the fragments of aliphatic amines have high intensity in mass spectra.

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