Phosphoric acid diethyl

Early work in the laboratory and in the field soon established the fact that there would be no poison residue factor with this chemical, owing to its rapid decomposition. Within a relatively few hours the chemical broke down into diethyl phosphoric acid... 

The purified tetraethyl pyrophosphate is a colorless, odorless, water-soluble, hygroscopic liquid (24, 4 )- It possesses a very high acute toxicity (28), exceeding that of parathion, and is rapidly absorbed through the skin. There is no spray-residue problem, however, for tetraethyl pyrophosphate hydrolyzes even in the absence of alkali to nontoxic diethyl phosphoric acid. Hall and Jacobson (24) and Toy (47) have measured its rate of hydrolysis, which is a first-order reaction. Its half-life at 25° C. is 6.8 hours and at 38° C. is 3.3 hours. Coates (10) determined the over-all velocity constant at 25° C. k = 160 [OH-] + 1.6 X 10 3 min.-1 Toy (47) has described an elegant method for preparing this ester as well as other tetraalkyl pyrophosphates, based upon the controlled hydrolysis of 2 moles of dialkyl chlorophosphate ... 

Diethanol Sulfide Diethanolamine Diethanolethylamine Diethanolmethylamine Diethoxyethylphosphine Oxide Diethoxymethylphosphine Oxide Diethoxyphosphine Oxide Diethyene Disulfide Diethyl Acid Phosphate Diethyl Ethanephosphonate Diethyl Ethylphosphonate Diethyl Hydrogen Phosphate Diethyl Hydrogen Phosphite Diethyl Hydrogen Phosphonate Diethyl Isopropylphosphonate Diethyl Methanephosphonate Diethyl Methylphosphonate Diethyl Phosphate Diethyl Phosphite Diethyl Phosphonate Diethyl Phosphoric Acid Diethyl(2-hydroxyethyl)amine Diethyl(/S-hydroxyethyl)amine Diethylaminoethanol Diethylethanolamine Diethylfosfit... 

Diethyl phosphate, see Sulfotepp Diethyl phosphoric acid, see Diazinon. Parathion Diethyl phosphorothioate, see Diazinon 0,0-Diethyl phosphorothioic acid, see Chlorpyrifos, Diazinon. Malathion, Parathion Diethyl sulfide, see Chlorpyrifos Diethyl thiomalate, see Malathion Diethylthiomaleate, see Malathion Diethylthiophosphoric acid, see Diazinon. Parathion Diethyl-0-thiophosphoric acid, see Parathion... 

Diethyl phosphorothioic acid and diethyl phosphoric acid have been identified as metabolites of [14C]diazinon following a single intravenous injection in female Beagle dogs (Iverson et al. 1975). In vitro metabolism of ethoxy-l-[14C]diazinon was carried out using rat liver microsomes (Yang et al. 1971). Diazinon was metabolized in a complex reaction via cytochrome P-450 to diazoxon and 2-isopropyl -... 

Following an intravenous injection of [ethyl-14C]diazinon to female Beagle dogs, approximately 58% of the radioactivity was recovered in the urine within 24 hours as diethyl phosphorothioic acid (42%) and diethyl phosphoric acid (16%). No intact diazinon was excreted (Iverson et al. 1975). 

Disposition in the Body. Parathion is activated in the liver by metabolism to paraoxon. Parathion and paraoxon are further metabolised to diethylthiophosphoric acid (DETP), diethyl-phosphoric acid (DEP), and 4-nitrophenol which are the major urinary excretion products although DETP and DEP are unstable in stored urine. Urinary 4-nitrophenol concentrations may be indicative of the extent of exposure to parathion. 4-Nitrophenol is rapidly excreted in the urine and is not detectable 48 hours after exposure by inhalation or ingestion, but excretion is more prolonged after exposure of intact skin due to the much slower absorption of parathion by this route. Aminoparathion has been detected in postmortem blood and tissues. 

The metabolic and/or hydrolytic products of parathion encountered as residues in the urine include both diethyl phosphoric acid and diethyl phosphorothioic acid, most probably as their salts (potassium or sodium). Derivatization of these residues with diazomethane would result in the formation of three trialkyl phosphate compounds, namely, 0,0-diethyl O-methyl phosphate (DEMMP), 0,0-diethyl 0-methyl phosphoro-thionate (DEMMTP), and 0,0-diethyl S-methyl phosphorothiolate (DEMMPTh). Earlier (15), it had been shown by combined gas chromatography-mass spectrometry and other analytical data that a later-eluting major product ca. 85%) of the methylation of diethyl phosphorothioic acid formed under the conditions of the analytical method was DEMMPTh, and the minor product formed (ca. 15%) was DEMMTP. Accordingly, all three trialkyl phosphates were observed and confirmed by mass spectrometry in the analysis of the human urine extract. Sufficient internal bond energy differences are associated with the isomeric structures DEMMPTh and DEMMTP that qualitatively and quantitatively dissimilar fragmentation patterns are observed for both isomers as can be seen from the mass spectra of these compounds shown in Figure 4. 

My original goal in this case was to make some pure diethyl phosphoric acid. I thought that it would be easy to do by using the simple procedure of cooking the diethyl phosphorochlorodate with glacial acetic acid and distill off the lower boiling by-product, acetyl chloride (equation 22). 

As you will recall, the initial goal of this research was to prepare a pure sample of diethyl phosphoric acid and we ended up with the discovery of a commercial insecticide. Such is the nature of industrial research. Incidentally, we eventually made the pure diethyl phosphoric acid. We did it by the controlled hydrolysis of tetraethyl pyrophosphate. 

A CIDNP study of the irradiation of (7) has shown that a-fission occurs on irradiation. The resultant radical (8) eliminates diethyl phosphoric acid and yields the radical cation (9). When irradiation is carried out in methanol this species is trapped as the ether (10). Other products are methyl benzoate and the acetal (II). A laser irradiation study of the reaction of acetophenone with amines constrained in NaY zeolites has been carried out and evidence has been collected that shows that ketyl and amino radicals are formed by hydrogen abstraction pathways. ... 

Diazinon is rapidly biotransformed and excreted in mammals. Estimated half-times of diazinon persistence were 6-12 h in rats and dogs. Most of the diazinon metabolites were exCTeted in the urine as diethyl phosphoric acid and diethyl phosphorothioic acid in dogs, and as hydroxy diazinon and dehydrodiazinon in sheep. 

Diethyl 0-(1 -phenyl-1 H-1,2,4-triazol-3-yl) phosphorothioate. See Triazophos Diethyl phosphate Diethyl phosphate (mono-and di-). See Ethyl acid phosphate (Diethylphosphono) acetonitrile. See Diethyl cyanomethylphosphonate Diethyl phosphoric acid 0,0-Diethylphosphoric acid. See Ethyl acid phosphate Diethyl phthalate... 

Ethyl acid phosphate CAS 598-02-7 EINECS/ELINCS 209-912-5 Synonyms Diethyl hydrogen phosphate Diethyl phosphate Diethyl phosphate (mono- and di-) Diethyl phosphoric acid 0,0-Diethylphosphoric acid Phosphoric acid, diethyl ester Classification Organo-phosphate Empirical C4H11O4P... 

Chemical/Physical. In water, diazinon is hydrolyzed following first-order kinetics forming 2-isopropyl-4-methyl-6-hydroxypyrimidine and diethyl thiophosphoric acid or diethyl phosphoric acid in the pH range 3.1 to 10.4. At pH values of 7.4 and 10.4, the persistence of diazinon is 185 and <6 days, respectively (Gomaa et al., 1969). Cowart et al. (1971) reported a half-life of approximately 2-3 weeks in a neutral solution at room temperature. Chapman and Cole (1982) reported the following hydrolysis half-lives of diazinon in a sterile 1% ethanol/water solution at 25°C 0.45, 2.0, 7.8, 10 and 7.7 weeks at pH values of 4.5,5.0,6.0,7.0 and 8.0, respectively. Diazoxon was also found infogwater collected near Parlier, CA (Glotfelty et al., 1990). 

Ra Octyl(phenyl)-N,N-diisobutyl-carbamaymethylphosphine oxide [CMPO] in tributyl phosphate or diethyl-phosphoric acid [HDEHP] impregnated in Amberlme XAD-7 Natural water [71]... 

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