cas 28460-01-7, DIETHYL METHYLTHIOMETHYLPHOSPHONATE | Articles data ｜lookchem

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28460-01-7

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Reductions of phosphonodithioformates: Syntheses of α-phosphonyl thiols and hemidithioacetals
The phosphonodithioformates appeared versatile precursors to the (mercaptomethyl)phosphonates and derivatives, through sodium borohydride reduction in acetonitrile heated under reflux. By contrast, when the reduction was performed at room temperature with
Makomo,Masson,Saquet
p. 10277 - 10288
(1994)
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Free radical desulfenylation and deselenylation of α-sulfur and α-seleno substituted phosphonates with the n-Bu3SnH/AIBN reagents system.
Selestive desulfenylation and deselenylation of α-sulfur- and α-seleno-substituted phosphonates under free radical condition are described.Chemoselectivity and scope of title reaction were studied using phosphonates additionaly functionalized in the α-position alkyl, phenyl,ethoxy,chloro,carbonyl and sulfenyl groups.It was found the reduction of a halogen tolerates the presence of the sulfenyl group and the latter could be reduced in the presence of the sulfinyl and sulfonyl moieties.Moreover,one sulfenyl group was selectively removed from α-phosphoryl dithioacetals and the phenylsulphenyl group was reduced preferentially in the presence of the methylsulfenyl one. Key words:Desulfenylation,deselenylation,α-phosphoryl sulfides,α-phosphoryl selenides, tri-n-butyltinhydride,α,α-azaisobutyronitrile.
Balczewski,Piotr
p. 113 - 122
(2007/10/03)

Synthesis and Reactivity of Diethyl (Methylthio)(trimethylsilyl)methylphosphonate
The title compound is obtained in 80percent yield by silylation of the lithium salt of diethyl 1-methylthiomethylphosphonate.Other approaches involving sulfenylation of diethyl 1-trimethylsilylmethylphosphonate or the Arbuzov reaction of triethyl phosphite with bromo(methylthio)(trimethylsilyl)methane are less efficient.Aldehydes react with the lithium salt of diethyl (methylthio)(trimethylsilyl)methylphosphonate to give the corresponding 1-methylthioethenylphosphonates in good yields (60-85percent) while the reaction with ketones is more complex and Peterson reaction products are formed in very low yields.Methylation, silylation, sulfenylation, and oxidation of the title compound are also described.
Mikolajczyk, Marian,Balczewski, Piotr
p. 101 - 106
(2007/10/02)

NEW SYNTHETIC METHOD OF O,S-THIOACETALS OF FORMYLPHOSPHONATES
The reaction of diethyl phosphonate with N-chlorosuccinimide (NCS) affords α-chloromethanephosphonate(5), which can be converted into a variety of O,S-thioacetals of formylphosphonates(2) by reaction with alcohols.
Kim, Taek Hyeon,Oh, Dong Young
p. 3479 - 3482
(2007/10/02)

Zur Darstellung β-substituierter Vinyl-methyl-sulfone
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Wegener, Wolfgang,Courault, Klaus
p. 337 - 338
(2007/10/02)

Synthesis and antianoxic activity of vinyl sulfone derivatives and 2-butyl-2-ethyl acetamide
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Durand,Boitard,Carraz,Luu Duc
p. 67 - 70
(2007/10/02)

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Chemical Properties

Appearance/Colour :clear yellow-green liquid
Boiling Point: 253.6 °C at 760 mmHg
Flash Point:107.1 °C
Density: 1.11 g/cm³
Vapor Pressure: 0.029mmHg at 25°C
Refractive Index: n20/D 1.465(lit.)
BRN: 1705833
PSA: 70.64000
LogP: 2.57300

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