Reactions of cyclochlorotriphosphazatriene with 1-amino-2-propanol. Calorimetric and spectroscopic investigations of the derived products

Authors : Murat Tuna, Sedat Türe, Rafig Gurbanov

Pages : 1033-1047

Doi:10.16984/saufenbilder.384736

View : 19 | Download : 7

Publication Date : 2018-06-01

Article Type : Research Paper

Abstract :Reactions of hexachlorocyclotriphosphazatriene, N 3 P 3 Cl 6 insert ignore into journalissuearticles values( 1 ); with 1-amino-2-propanol insert ignore into journalissuearticles values( 2 );, in insert ignore into journalissuearticles values(1:1:2, 1:2:4 and 1:3:6); mole ratios, in excess of NaH, in THF and acetonitril solutions yield a total of 6 novel products:one mono-open chain, N 3 P 3 Cl 5 [HN-CH 2 -CHinsert ignore into journalissuearticles values(CH 3 );-OH] insert ignore into journalissuearticles values( 3 );; one monospiro,   N 3 P 3 Cl 4 [O-CHinsert ignore into journalissuearticles values(CH 3 );-CH 2 -NH] insert ignore into journalissuearticles values( 4 );; one trans bis-open chain, N 3 P 3 Cl 4 [HN-CH 2 CHinsert ignore into journalissuearticles values(CH 3 );-OH] 2 insert ignore into journalissuearticles values( 5 );; one dispiro, N 3 P 3 Cl 2 [O-HCinsert ignore into journalissuearticles values(CH 3 );-CH 2 -NH] 2 insert ignore into journalissuearticles values( 7 );; one tri-open chain, N 3 P 3 Cl 3 [HN-CH 2 CHinsert ignore into journalissuearticles values(CH 3 );-OH] 3 insert ignore into journalissuearticles values( 6 );; and one tri-spiro, N 3 P 3 [O-HCinsert ignore into journalissuearticles values(CH 3 );-CH 2 -NH] 3 insert ignore into journalissuearticles values( 8 ); derivatives.These compounds have interesting structural aspects as well as physical properties. Their structures were established by elemental analysis, TL-MS, 31 P and 1 H NMR spectral data. Stability constants were determined using a simple potentiometric titration. For evaluation of melting behavior and purity of derivatives insert ignore into journalissuearticles values( 7 ); and insert ignore into journalissuearticles values( 8 );, thermal transition peaks and their corresponding enthalpies were determined via DSC technique. Spectroscopic data, product types and relative yields are compared with those of the previously investigated derivatives of N 3 P 3 Cl 6 insert ignore into journalissuearticles values( 1 ); with aliphatic difunctional reagents.
Keywords : Hexachlorocyclotriphosphazene, 1 amino 2 propanol, spiro compounds, open chain compounds