Diisopropyl 2- ethylphosphonate

Diisopropyl ethylphosphonate can be obtained by a similar procedure, using the appropriate amount of ethyl iodide in place of methyl iodide. Ethyl iodide is less reactive, and it is necessary to apply heat during the addition of the phosphite and to allow the mixture to reflux for 7 hours after the addition. On a 2 M scale the yield is 354 g. (91%), b.p. 61°/0.7 mm., % 1.4108, df1 0.968. The recovery of isopropyl iodide is 317 g. (93%). 

It has been reported that the geometry of olefins obtained from the reaction of dialkyl l-(ethoxycarbonyl)ethylphosphonates and a-phenylpropionaldehyde can be controlled by choice of the phosphonate ester alkyl groups diisopropyl ester gives (E), while dimethyl ester gives (Z). This has now been confirmed for the... 

The course of the reaction between acylphosphonates and 1-nitroalkane carbanions depends on the nature of the acyl group. Thus, nucleophilic addition of nitromethane to acetylphosphonates in the presence of di- or triethylamine results in the formation of dialkyl 1-hydroxy-l-methyl-2-nitro-ethylphosphonates (R = Me, = H, Scheme 7.75)." " However, the procedure is not applicable to the synthesis of dialkyl 1 -hydroxy-l-pheny 1-2-nitrocthyIphosphonate because the electron-with-drawing ability of the benzene ring destabilizes the molecule toward alkali and results in C-P or C-C bond cleavage. The fact that diisopropyl 1-hydroxy-l-phenyl-2-nitroethylphosphonate was... 

The reaction of diisopropyl 2-(methoxycarbonyl)ethylphosphonate with Grignard reagents mediated by Ti(Oz-Pr)4 or Mc IKOZ-Pr), in THF at 0°C is completely diastereoselective and gives diisopropyl 2-(2-substimted-l-hydroxy-cyclopropyl)ethylphosphonates in good yields (60-71%). ... 

See t-Butyl peracetate Ethanephosphonic acid diethyl ester. See Diethyl ethylphosphonate Ethane, refrigerated liq.. See. Ethane Ethanesulfenothioic acid, methyl ester. See Diisopropyl disulfide... 

Kohli and Blanchard " also provided an interesting study regarding the radical copolymerization of N-phenylmaleimide with diisopropyl 2-(vinyl-oxy)ethylphosphonate, as indicated in Scheme 3.11. 

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