Diethylphosphate

Conversion of Amines to Phosphoesters n-Decyl Diethylphosphate. N. Nikolaides, I. Schipor, and B. Ganem, Department of Chemistry, Cornell University, Ithaca, NY 14853... 

The size and orientation of the 31P CSA tensor have been calibrated from single-crystal solid state NMR data of barium diethylphosphate [31]. The projection angles 6CHa22 and i between the 1H,13C-dipolar coupling and the components of the 31P-CSA-tensor de-... 

By means of diastereomeric probes, it has been demonstrated that the vicinal nucleophilic displacement of a diethylphosphate group from a jS-(phosphatoxy)alkyl radical may occur through backside or frontside attack, depending on steric constraints. ... 

A recent X-ray crystallographic study has resulted in a revised structure (98) for nidifocene, a minor metabolite of the Hawaiian marine alga Laurencia nidifica. In the previous structure (Vol. 7, p. 69) the positions of chlorine and bromine were reversed. An extension of previous work on the non-enzymic biogenetic cyclization of geranyl and farnesyl diphenylphosphates has shown that (Z)-monocyclo-farnesyl diethylphosphate (99) can be converted into ( )-a-chamigrene (100) in... 

An 80/20 mixt of NG/NGc 21 is used to dissolve P-N02Toluene 3 and p-terr-octyl-phenyl diethylphosphate 0.2 parts gelled with NC 1.1, then mixed with AN 56.9, NaN03 12, oat husk meal 2, waxed woodmeal 0.5, woodmeal 1, sulfur 2, starch 0.5 chalk 0.3 parts Ref H.R. Wright et al, BritP713 58 (1954) CA 49, 3537(1955) USP 2716056(1955) ... 

Methods for Determining Biomarkers of Exposure and Effect. Section 2.6.1 reported on biomarkers used to identify or quantify exposure to diazinon. Some methods for the detection of the parent compound in biological samples were described above. The parent chemical is quickly metabolized so the determination of metabolites can also serve as biomarkers of exposure. The most specific biomarkers will be those metabolites related to 2-isopropyl-6-methyl-4-hydroxypyrimidine. A method for this compound and 2-(r-hydroxy-l -methyl)-ethyl-6-methyl-4-hydroxypyrimidine in dog urine has been described by Lawrence and Iverson (1975) with reported sensitivities in the sub-ppm range. Other metabolites most commonly detected are 0,0-diethylphosphate and 0,0-diethylphosphorothioate, although these compounds are not specific for diazinon as they also arise from other diethylphosphates and phosphorothioates (Drevenkar et al. 1993 Kudzin et al. 1991 Mount 1984 Reid and Watts 1981 Vasilic et al. 1993). Another less specific marker of exposure is erythrocyte acetyl cholinesterase, an enzyme inhibited by insecticidal organophosphorus compounds (see Chapter 2). Methods for the diazinon-specific hydroxypyrimidines should be updated and validated for human samples. Rapid, simple, and specific methods should be sought to make assays readily available to the clinician. Studies that relate the exposure concentration of diazinon to the concentrations of these specific biomarkers in blood or urine would provide a basis for the interpretation of such biomarker data. 

The reaction of the enol diethylphosphate of a p-keto ester with a primary dialkyl cuprate provides a useful stereoselective synthesis of / -alkyl-a,j -unsaturated esters (equation II).3 This coupling was used in two steps in a recent synthesis of mokupalide, a novel C30-isoprenoid.A... 

Although a number of competing pathways have been shown to be involved301 in the thermal cycloisomerization of hexa-l,3-dien-5-ynes (255), isobenzenes (256) have been established302 as intermediates in their thermal rearrangement to arenes. On solvolysis, the diethylphosphate ester of l-(2-ethynylphenyl)-4-trimethylsilyl-4-(trimethylsilyl-oxy)pent-2-yn-l-ol has been found303 to afford 5-(2-ethynylphenyl)-3-trimethylsilyl-... 

Alternatively(62) removal of the morphine 3-OH may be effected via the 3,6-di(diethylphosphate) ester by sequential reduction to 67a, followed by Zn/NH4C1 epoxide ring cleavage and oxidation to 67. 

Figure 5.44. Molecular structures of dual-action brominated organophosphorus flame retardants. Shown are (a) (4-bromophenyl)diethylphosphate, (b) (2,4-dibromophenyl)diethylphosphate, (c) (2,4,6-tribromo phenyl)diethylphosphate, and (d) (2,3,4,5,6-pentabromophenyl)diethylphosphate.

C14H16CI06P 3-chloro-4-methyl-7-coumarinyl diethylphosph 321-54-0 499.65 43 850 1,2 27563 C14H20 (l-cyclohexylethyl)benzene 4413-16-5 538.15 47.561 1,2... 

Figure 7. Temperature-programmed GLC of N-diethylphosphate amino acid methyl ester derivatives [(EtO)2 PO NH CH(R)-COOMe. RbgSO -coated ceramic bead in a Barber-Colman FID. 5% Carbowax 20M on Chro-mosorb W, AW-DMCS, 60/80 mesh in a 2-m by 2.5-mm i d. Pyrex U-tube.

Tributyl(ethyl)phosphonium diethylphosphate 1735-12 l,10-Di(tripropylphosphonium)decane bromide... 

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