Reactions of cyclochlorotriphosphazatriene with 2-mercaptoethanol. Calorimetric and spectroscopic investigations of the derived products

Abstract

The reactions of hexachlorocyclotriphosphazatriene, N3P3Cl6 (1) with 2-mercaptoethanol, 2-HS-CH2-CH2-OH (2), in (1:1, 1:2 and 1:3) mole ratios, in excess of NaH, in THF and diethylether solutions yield a total of 6 novel products: one mono spiro, N3P3Cl4[O-CH2-CH2-S] (3); one mono-substituted open chain, N3P3Cl5[S-CH2-CH2-OH] (4); one dispiro, N3P3Cl2[O-CH2-CH2-S](2) (5); one tri-substituted open chain, N3P3Cl3[S-CH2-CH2-OH](3) (6); one tris-spiro, N3P3[O-CH2-CH2-S](3) (7) and one disubstituted open chain, N3P3Cl4[S-CH2-CH2-OH](2) (8) derivatives. The spiro products (3, 5 and 7) are formed as the major products in this system and all of the synthesized compounds are found to be stable at room temperature. The structures of the derived compounds were elucidated by elemental analysis, TLC-MS, P-31 and H-1 NMR spectral data. For evaluation of melting behavior of derivatives (6) and (7), thermal transition peaks and their corresponding enthalpies were determined via DSC technique.