New Organic Derivatives of O,O′-(o-, m-, and p-Ditolyl)/Dibenzyldithiophosphates: Synthesis and Characterization
- 22 July 2009
- journal article
- research article
- Published by Taylor & Francis in Phosphorus, Sulfur, and Silicon and the Related Elements
- Vol. 184 (8), 2140-2151
- https://doi.org/10.1080/10426500802445340
Abstract
Reactions of (m- and p-ClC 6 H 4 NH 2 ), (p-BrC 6 H 4 NO 2 ), and (p-ClCOC 6 H 4 NO 2 ) with sodium O,O′-ditolyl/dibenzylphosphorodithionates, (ArO) 2 PS 2 Na, (Ar = o−, m−, and p−CH 3 C 6 H 4 or –C 6 H 5 CH 2 ) in 1:1 molar ratio in refluxing toluene under anhydrous conditions resulted in the formation of the compounds (ArO) 2 PS 2 C 6 H 4 L and (ArO) 2 PS 2 COC 6 H 4 L (L = NH 2 or NO 2 ) in 87–94% yield. These viscous compounds were characterized by elemental analyses, molecular weight determination, and IR and NMR ( 1 H, 13 C, and 31 P) spectroscopic studies, which revealed a monodentate mode of bonding of the dithiophosphate moiety with the carbon of the phenyl ring of the organic moiety leading to a P–S–C linkage.Keywords
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