867-17-4

Basic information

• Product Name: DIETHYLMETHYLPHOSPHATE
• Synonyms: DIETHYLMETHYLPHOSPHATE
• CAS NO: 867-17-4
• Molecular Formula: C₅H₁₃O₄P
• Molecular Weight: 168.13
• Mol File: 867-17-4.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 208.7°C at 760 mmHg
• Flash Point: 94.2°C
• Appearance: /
• Density: 1.089g/cm³
• Vapor Pressure: 0.305mmHg at 25°C
• Refractive Index: 1.398
• CAS DataBase Reference: DIETHYLMETHYLPHOSPHATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYLMETHYLPHOSPHATE(867-17-4)
• EPA Substance Registry System: DIETHYLMETHYLPHOSPHATE(867-17-4)

Safety Data

• Hazardous Substances Data: 867-17-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H13O4P/c1-4-8-10(6,7-3)9-5-2/h4-5H2,1-3H3

Upstream product

• 67-56-1 methanol 
• 4972-37-6 methanesulfonic phosphoric anhydride, diethyl ester 
• 4851-64-3 phosphoric acid diethyl ester vinyl ester 
• 41760-84-3 diethyl methoxycarbonylphosphonate 
• 122-52-1 triethyl phosphite 
• 1600-27-7 mercury(II) diacetate 
• 311-45-5 paraoxon 
• 852719-52-9 O,O-diethyl S-(3,5-dichlorophenyl)-phosphorothioate 
• 1455-13-6 deuteromethanol 
• 3270-86-8 O,O-diethyl (S)-(4-nitrophenyl)phosphorothioate 
• 113947-94-7 O,O-diethyl-(4-chloro-2-nitrophenyl)phosphate 
• 4532-06-3 O,O-diethyl O-(3-nitrophenyl)-phosphate 
• 5076-68-6 diethyl 4-methoxyphenyl phosphate 
• 56806-76-9 thiophosphoric acid O,O'-diethyl ester S-(4-methoxyphenyl) ester 

Downstream Products

• 1623-24-1 isopropylphosphoric acid 

Relevant articles and documents

Solvent deuterium kinetic isotope effects for the methanolyses of neutral C=O, P=O and P=S esters catalyzed by a triazacyclododecane : Zn 2+-methoxide complex

The methanolyses of several organophosphate/phosphonate/phosphorothioate esters (O, O-diethyl O-(4-nitrophenyl) phosphate, paraoxon, 3; O, O-diethyl S-(3,5-dichlorophenyl) phosphorothioate, 4; O-ethyl O-(2-nitro-4-chlorophenyl) methylphosphonate, 5; O, O-dimethyl O-(3-methyl-4-nitrophenyl) phosphorothioate, fenitrothion, 6; O-ethyl S-(3,5-dichlorophenyl) methylphosphonothioate 7) and a carboxylate ester (p-nitrophenyl acetate, 2) catalyzed by methoxide and the Zn2+(-OCH3) complex of 1,5,9- triazacyclododecane (1 : Zn2+(-OCH3)) were studied in methanol and d1-methanol at 25°C. In the case of the methoxide reactions inverse skie's were observed for the series with values ranging from 2 to 1.1, except for 7 where the kD/kH = 0.90 ± 0.02. The inverse kD/kH values are consistent with a direct nucleophilic methoxide attack involving desolvation of the nucleophile with varying extents of resolvation of the TS. With the 1 : Zn 2+(-OCH3) complex all the skie values are kD/kH = 1.0 ± 0.1 except for 7 where the value is 0.79 ± 0.06. Arguments are presented that the fractionation factors associated with complex 1 : Zn2+(-OCH3) are indistinguishable from unity. The skie's for all the complex-catalyzed methanolyses are interpreted as being consistent with an intramolecular nucleophilic attack of the Zn2+-coordinated methoxide within a pre-equilibrium metal : substrate complex. The Royal Society of Chemistry 2005.

Method of decomposing organophosphorus compounds

Methods and kits for decomposing organophosphorus compounds in non-aqueous media at ambient conditions are described. Insecticides, pesticides, and chemical warfare agents can be quickly decomposed to non-toxic products. The method comprises combining the organophosphorus compound with a non-aqueous solution, preferably an alcohol, comprising metal ions and at least a trace amount of alkoxide ions. In a first preferred embodiment, the metal ion is a lanthanum ion. In a second preferred embodiment, the metal ion is a transition metal.

Reactivity of methoxide ion in concentrated methanolic solutions of Et4NOCH3 and Et4NCl

Bimolecular rate constants k were determined for reactions of 4-nitrophenyl 4-toluenesulfonate, diethyl 4-nitrophenyl phosphate, and ethyl 4-nitrophenyl ethylphosphonate with tetraethylammonium methoxide Et4NOCH3 in methanol at 25°C over a wide range of Et4NOCH3 concentrations, where the reagent acts simultaneously as electrolyte, and at [Et4NOCH3] ≤ 0.1 M (reagent) with variation of Et4NCl (electrolyte) concentration. The relation logk = logk0 + b[Et4NX] is fulfilled up to [Et4NX] = 3.5 M, indicating that the electrolyte affects the reaction rate through restructurization of methanol as reaction medium.