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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 191, 2016 - Issue 11-12: 21st International Conference on Phosphorus Chemistry (ICPC-2016)
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Original Articles

Thermal stability of primary and secondary phosphine oxides formed as a reaction of phosphine oxide with ketones

E. V. GorbachukA.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation;A.M. Butlerov Institute of Chemistry, Kazan Federal University, Kazan, Russian Federation
,
E. K. BadeevaA.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation
,
S. A. KatsyubaA.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation
,
P. O. PavlovA.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation;A.M. Butlerov Institute of Chemistry, Kazan Federal University, Kazan, Russian Federation
,
Kh. R. KhayarovA.M. Butlerov Institute of Chemistry, Kazan Federal University, Kazan, Russian Federation
,
O. G. SinyashinA.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation
&
D. G. YakhvarovA.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation;A.M. Butlerov Institute of Chemistry, Kazan Federal University, Kazan, Russian FederationCorrespondence[email protected]
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Pages 1480-1481 | Received 08 Jul 2016, Accepted 08 Jul 2016, Published online: 25 Jul 2016
 
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GRAPHICAL ABSTRACT

ABSTRACT

We present the study of reactivity of electrochemically generated in situ from white phosphorus P4 phosphine oxide H3PO toward various ketones (acetone, methylethylketone, methyl-n-propylketone). This interaction was found to give a selective formation of mono- and bis-(α-oxyalkyl)phosphine oxides RR′C(OH)P(O)H2 (1) and (RR′C(OH))2P(O)H (2) where R = Me; R′ = Me, Et, n-Pr. Thermal properties of the formed primary and secondary phosphine oxides have been studied and quantum chemical calculations of thermodynamic stability of these compounds were performed.

Funding

This work is financially supported by the Russian Science Foundation (project 14-13-01122).

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