O -Ethyl 5-

Edifenphos, O-ethyl 5,5-diphenyl phosphorodithioate, was announced in 1968 and introduced commercially by Bayer AG for the control of rice blast, Pyricularia oryzae. Iprobenfos, 5-benzyl 0,0-diisopropyl phosphorothioate, was introduced by Kumiai Chemical... 

Substituted, 2,3-disubstituted, and 2,3-annulated thiophenes can be prepared by reactions of ketone enolates with carbonodithioic acid O-ethyl 5-(2-oxoethyl)ester. Hydrolysis of the resulting aldols, intramolecular addition of thiol group to the carbonyl group, and elimination of two molecules of water lead to the thiophenes (116) (Scheme 38) (92HCA907). 

Aminolysis of phenyl dithioacetates,8 pyridinolysis of O-ethyl dithiocarbonates,9 reaction of pyrrolidine with O-ethyl 5-aryl dithiocarbonates,10 aminolysis of chlorothionformates,11 pyridinolysis of alkyl aryl thioncarbonates,12 reaction of anionic nucleophiles with nitrophenyl benzoate and its sulfur analogues,36 hydrolysis of methyl benzoate and phenyl acetate containing SMe, SOMe and S02Me substituents,42 solvolysis of phenyl chlorothioformate,79 synthesis of new thiadiazoles,124 examination of a neighbouring sulfonium group in ester hydrolysis,136 hydrolysis of V-type nerve agents,250 and the reactions of peroxymonosulfate ion with phosphorus(V) esters have all been looked at previously in this review. 

Ethoprophos [13194-48-4] Mocap, ethoprop O-ethyl-5,5-dipropyl-phosphorodithioate c8h19o2ps2 242.340 liquid 1... 

Fonofos [944-22-9] Dyfonate, Fonophos O -ethyl-5-phenyl (RS) -ethy 1-pho sphorodithio ate c10h15ops2 246.329 liquid 1... 

Introduction of 14/ -ethoxy and 5/ -methyl groups into the NTI molecule resulted in the pure opioid antagonist (121) with somewhat lower S potency but much higher 5 selectivity in the MVD due to very low fi and k affinities (Table 3.11) [191]. Indole (121) was prepared by reacting the fi receptor-preferring opioid antagonist 14-O-ethyl-5-methyl naltrexone [192] with phenyl-hydrazine under conditions used for the Fisher indole synthesis. 

Nerve agent Vx exhibits volatility (76.4 mg/m at 25°C) intermediate to that of agents GA and VX, and a vapor density (7.3) intermediate to that of agents GF and VX Vx is also considered persistent . There are few data from which to characterize nerve agents VE (O-Ethyl-5-[2-(diethylammo) ethyljethylphosphonothioate, CAS No. 21738-25-0) or VM (0-Ethyl-5 -[2-(diethylamino)ethyl]-methylphosphonothioate, CAS No 21770-86-5). 

Chemical name" Ethyl dimethylamido Isopropyl methyl- Pinacolyl methyl- O-cyclohexyl methyl- iS -(2-diisopropyl- Isopropyl O-ethyl 5 -(2-dimethyl-... 

The G-nerve agents include GA (tabun, ethyl A,A-dimethyl-phosphoramidocyanidate), GB (sarin, isopropyl-methylphosphonofluoridate), GD (soman, 1,2,2-tri-methylpropyl methylphosphonofluoridate), and VX (o-ethyl 5-[2-(diisopropylamino)ethyl] methylphosphonothiolate). The V-type nerve agents are several orders of magnitude less volatile than the G-type agents and act primarily as a liquid via the percutaneous route for example, VX is several orders of magnitude more lethal percutaneously than sarin (Reutter, 1999). 

Based on figures from OPCW annual report for 2002 (i), rounded to the nearest tonne. Excludes chemicals declared in quantities of less than one tonne. One such chemical was the nreve-gas O-ethyl 5-2-dimethylaminoethyl methylphosphonothiolate, also known as medemo or EA 1699. The CWC Verification Annex, in Part IV(A) para. 16, defines Category 1 as chemical weapons on the basis of Schedule 1 chemicals and their parts and components . 

Tsuchihashi H, Katagi M, Tatsuno M et al. (2000). Determination of metabolites of nerve agent O-ethyl-5 -2-diisopropylaminoethyl methylphospho-nothioate (VX). In Natural and Selected Synthetic Toxins (Tu AT and Gaffield W, eds), ACS Symposium Series, 745, pp. 369-386. Washington, DC, USA American Chemical Society. 

When the charge-transfer complex between hexamethylbenzene (123) and oxygen is irradiated (313nm) in methanol, a methoxymethyl derivative and pentamethylanisole are formed. These are not the products obtained when singlet oxygen attacks (123) see structure (62). Finally in this section, an example of substitution in benzene by a phosphorus-centred radical is seen in the formation of O-ethyl diphenylphosphinate (124) as one of the products of photolysis of O-ethyl 5-propyl phenylphosphonotli o e in benzene. ... 

Alkyl (H or to Cjo, including cycloalkyl) 5-2-dialkyl (Me, Et, Pr" or Pr )-aminoethyl alkyl (Me, Et, Pr" or Pr ) phosphonothiolates and corresponding alkylated or protonated salts e.g. VX O-ethyl 5-2-diisopropylaminoethyl methyl phosphonothiolate... 

Unfortunately, introduction of the N-Dis group requires two steps, the first being reaction of the amino group with O-ethyl 5-carboxymethyl dithiocarbon-ate or 0,0-diethyl trithiodicarbonate [Scheme 8.20]. The intermediate ethoxy-thiocarbonyl derivative is then treated with chlorocarbonylsulfenyl chloride, whereupon chloroethane is extruded to give the N-Dts derivative. Since the first step is often accompanied by some noisome minor products, a solid-phase variant has been developed for the synthesis of N-Dts-protected amino acids. 

Agent VX (O-ethyl 5-(2-diisopropylaminoethyl) methylphosphonothioate CAS no. 50782-69-9) is a colorless to straw-colored liquid with a molecular weight of 267.37 (DA 1974 MacNaughton and Brewer 1994). Its chemical structure is... 

O-Propyl methylphosphonothioic acid, Z 3.13 O-Isopropyl methylphosphonothioic acid, Z 3.13 O-Ethyl 5-methyl methylphosphonothiolate, Z"6.2 C4HUO3P... 

Synonyms ENT 27318 Ethoprophos O-Ethyl 5, 5 -dipropyl phosphorodithioate Jolt Mobil V-C 9-104 Mocap Phosphorodithioic acid O-ethyl 5, 5 -dipropyl ester Prophos V-C 9-104 V-C chemical V-C 9-104 Virginia-Carolina VC 9-104. 

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