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Synthesis of oxime bearing cyclophosphazenes and their reactions with alkyl and acyl halides

✍ Scribed by E. Çil; M. Arslan; A. O. Görgülü


Book ID
102229976
Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
108 KB
Volume
17
Category
Article
ISSN
1042-7163

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✦ Synopsis


Two novel cyclophosphazenes containing oxime groups were prepared from the hexakis(4formylphenoxy)cyclotriphosphazene ( 2) and hexakis-(4-acetylphenoxy)cyclotriphosphazene ( 7). The reactions of these oximes with acetyl chloride, chloroacetyl chloride, methyl iodide, propyl chloride, monochloroacetone, and 1,4-dichlorobutane were studied. Hexasubstituted compounds were obtained from the reactions of hexakis(4-[(hydroxyimino)methyl]phenoxy)cyclotriphosphazene (3) with acetyl chloride (4) and chloroacetyl chloride (5); however, tetrasubstituted product was obtained from methyl iodide (6). Tetra-and trisubstituted products were obtained from the reactions of hexakis(4-[(1)-Nhydroxyethaneimidoyl]phenoxy)cyclotriphosphazene ( 8) with acetyl chloride ( 9) and chloroacetyl chloride (10), respectively. All products were obtained in high yields. Pure and defined product could not be obtained from the reaction of 8 with methyl iodide, and could not be also obtained from the reactions of 3 and 8 with propyl chloride, monochloroacetone, and 1,4dichlorobuthane. The structures of the compounds were defined by elemental analysis, IR, 1 H, 13 C, and 31 P NMR spectroscopy.


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