Synthesis of mixed dialkylphosphates by PTC

Full text of DOI:10.1080/10426500213344

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Phosphorus, Sulfur, and Silicon and the Related
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Synthesis of Mixed Dialkylphosphates by PTC
Gheorghe Ilia a , Smaranda Iliescu a , Gheorghe Dehelean a , Adriana Popa a , Liliana
Pacureanu a , Lavinia Macarie a & Aurelia Pascariu a
a Institute of Chemistry, Romanian Academy, Romania
Version of record first published: 27 Oct 2010.
To cite this article: Gheorghe Ilia, Smaranda Iliescu, Gheorghe Dehelean, Adriana Popa, Liliana Pacureanu, Lavinia Macarie
& Aurelia Pascariu (2002): Synthesis of Mixed Dialkylphosphates by PTC, Phosphorus, Sulfur, and Silicon and the Related
Elements, 177:8-9, 2049-2050
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Phosphorus, Sulfur and Silicon, 2002, Vol. 177:2049–2050
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DOI: 10.1080/10426500290094242
SYNTHESIS OF MIXED DIALKYLPHOSPHATES
BY PTC
Gheorghe Ilia, Smaranda Iliescu, Gheorghe Dehelean,
Adriana Popa, Liliana Pacureanu, Lavinia Macarie,
and Aurelia Pascariu
Romanian Academy, Institute of Chemistry, Romania
(Received July 29, 2001; accepted December 25, 2001)
Mixed dialkylphosphates were obtained in good yields (40–80%) in
Phase Transfer Catalysis (PTC) starting from different dialkylphos-
phites and aliphatic alcohols (1).
SCHEME 1
Using the same method were synthesized mixed phosphates starting
from phosphites II, III, IV, V (2).
SCHEME 2
The reaction conditions were optimized in order to obtain good yields
in phosphites II, III, IV, V and phosphates, respectively. All compounds
were analyzed by IR, P31-RMN, and gas chromatography.
Address correspondence to Smaranda Iliescu, Romanian Academy, Institute of
Chemistry, 24 Mihai Viteazul Boulevard, 1900-Timisoara, Romania.
E-mail: ilia@acad-tim.utt.ro
2049

2050
G. Ilia et al.
The best results were obtained when was used 50% NaOHaq, reac-
tion temperature 10 C, reaction time 3 h and molar ratio phosphite:
alcohol = 1.25:1.
P31 NMR spectra, performed with 300 MHz Varian Gemini spectro-
meter, showed chemical shifts value = 0.8–1.0 ppm (standard H3PO4
85%).
Mixed phosphates obtained from C1–C4 were chromatographically
pure.