Synthesis and Properties of N-Bromosuccinimide Derivatives of Ammonium Dialkyl/Alkylene Dithiophosphates

Harkut, Neelam; Nagar, Padam N.

doi:https://doi.org/10.1155/2007/24742

Bioinorganic Chemistry and Applications

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Volume 2007 | Article ID 024742 | https://doi.org/10.1155/2007/24742

Synthesis and Properties of N-Bromosuccinimide Derivatives of Ammonium Dialkyl/Alkylene Dithiophosphates

Neelam Harkut¹and Padam N. Nagar¹

Academic Editor: Nick Hadjiliadis

Received29 Jun 2006

Accepted15 Nov 2006

Published31 Jan 2007

Abstract

Reaction of N-bromosuccinimide with ammonium salt of alkylene (dialkyl) dithiophosphates, [OGOPS₂NH₄; G=–CMe₂CMe₂–CH₂CMe₂CH₂–, CMe₂CH₂CHMe₂–, CH₂CH₂CHMe₂–; (RO)₂PS₂NH₄; R=C₂H₅, n–C₃H₇, i–C₃H₇], in 1: 1 molor ratio in refluxing benzene solution yields red/brown-colored sticky liquids. These newly synthesized complexes have been characterised by physicochemical and spectroscopic techniques (MW, IR, NMR [H1 and P31]). The computational semiempirical calculations (MOPAC6P/c) have also been studied for these complexes. On the basis of the above studies, the formation of P–S–N chemical linkage has been established.

References

H. P. S. Chauhan, C. P. Bhasin, G. Srivastava, and R. C. Mehrotra, “Synthesis and characterisation of 2-mercapto -2-thiono-1,3,2-dioxaphospholanes and dioxa-phophorinanes,” Phosphorus, Sulfur, and Silicon and the Related Elements, vol. 15, p. 99, 1983.
View at: Google Scholar
K. C. Molloy, M. B. Hossain, D. van der Helm, J. J. Zuckerman, and I. Haiduc, “Phosphoric acid derivatives of tin. 2. Crystal and molecular structure of ( $O, O^{'}$ -diethyl dithiophosphato)triphenyltin(IV) at 138 K. A unique monodentate dithiophosphate derivative,” Inorganic Chemistry, vol. 18, no. 12, pp. 3507–3511, 1979.
View at: Publisher Site | Google Scholar
K. C. Molloy, M. B. Hossain, D. van der Helm, J. J. Zuckerman, and I. Haiduc, “Oxy and thio phosphorus acid derivatives of tin. 5. X-ray crystal and molecular structure of bis( $O, O^{'}$ -diisopropyl dithiophosphato)diphenyltin(IV), a monomeric, molecular, virtual polymer,” Inorganic Chemistry, vol. 19, no. 7, pp. 2041–2045, 1980.
View at: Publisher Site | Google Scholar
R. C. Mehrotra, G. Srivastava, and B. P. S. Chauhan, “Dialkyldithiophosphate derivatives of non-transition elements,” Coordination Chemistry Reviews, vol. 55, no. 3, pp. 207–259, 1984.
View at: Publisher Site | Google Scholar
A. Chaturvedi, P. N. Nagar, and G. Srivastava, “Synthesis and spectroscopic studies of 2-alkylene dithiophosphato 1,3,2 – dioxarsolanes and arsenanes,” Phosphorus, Sulfur, and Silicon and the Related Elements, vol. 80, p. 141, 1993.
View at: Google Scholar
P. N. Nagar, “Metal and organometalloidal phosphites and phosphonates,” Phosphorus, Sulfur, and Silicon and the Related Elements, vol. 79, no. 1–4, pp. 207–237, 1993.
View at: Google Scholar
A. Chaturvedi, P. N. Nagar, and G. Srivastava, “Synthesis and properties of mixed ligand diorganotin (IV) complexes; part-II, acetato diorgano tin (IV)- $β$ -diketonates-1-acetato-3- $β$ -diketonato-tetraorgano distannoxanes,” Main Group Metal Chemistry, vol. 16, p. 45, 1993.
View at: Google Scholar
A. Chaturvedi, P. N. Nagar, and A. K. Rai, “Cleavage reactions of triphenylantimony with dialkyl (or alkylenyl) dithiophosphoric acids,” Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, vol. 26, no. 6, pp. 1025–1033, 1996.
View at: Google Scholar
A. Chaturvedi, R. K. Sharma, P. N. Nagar, and A. K. Rai, “Syntheses and spectroscopic studies of diorganotin bis-O-alkyl phosphonates a,” Phosphorus, Sulfur, and Silicon and the Related Elements, vol. 112, no. 1–4, pp. 179–183, 1996.
View at: Google Scholar
R. Purwar and P. N. Nagar, “Organic derivatives of alkylene dithiophosphates part-I; synthesis and properties of 2-acyl (benzoyl)alkylene dithio phosphates,” Phosphorus, Sulfur, and Silicon and the Related Elements, vol. 86, pp. 211–215, 1994.
View at: Google Scholar
R. Purwar, M. K. Sharma, R. K. Sharma, and P. N. Nagar, “Organic derivatives of alkylene dithiophosphates. Part II: synthesis and properties of 2- acetanilide (benzanilide) derivatives of alkylene dithiophosphates,” Phosphorus, Sulfur, and Silicon and the Related Elements, vol. 174, pp. 15–23, 2001.
View at: Google Scholar
C. S. Sharma and P. N. Nagar, “Organic derivatives of alkylene dithiophosphates, part IV: synthesis and properties of phenyl acetyl and $p$ -methyl benzoyl derivatives of alkylene dithiophosphates,” Phosphorus, Sulfur, and Silicon and the Related Elements, vol. 181, no. 2, pp. 453–460, 2006.
View at: Publisher Site | Google Scholar
N. Harkut and P. N. Nagar, “Synthesis and properties of 2-alkylene/dialkyl dithiophosphato-2-oxo-1,3,2-dioxaphosphorinanes,” Phosphorus, Sulfur, and Silicon and the Related Elements, vol. 180, no. 11, pp. 2517–2524, 2005.
View at: Publisher Site | Google Scholar
C. S. Sharma, B. K. Jha, and P. N. Nagar, “Dialkyl (aryl) thiophosphoryl derivatives of Alkylene dithiophosphate,” to appear in Phosphorus, Sulfur, and Silicon and the Related Elements.
View at: Google Scholar
A. I. Vogel, A Text Book of Quantitative Inorganic Analysis, ELBS and Longman, London, UK, 4th edition, 1973.

Copyright

Copyright © 2007 Neelam Harkut and Padam N. Nagar. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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