DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE

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Products Intro: Product Name:Diethyl-2-(cyclohexylamino)-vinylphosphonate;
CAS:20061-84-1
Purity:NLT 98% Remarks:MC792780
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Products Intro: Product Name:N-[(E)-2-diethoxyphosphorylethenyl]cyclohexanamine
CAS:20061-84-1
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Products Intro: Product Name:Diethyl(E)-(2-(cyclohexylamino)vinyl)phosphonate
CAS:20061-84-1
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Products Intro: Product Name:DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE
CAS:20061-84-1
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DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE Basic information
Product Name:DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE
Synonyms:diethyl [2-(cyclohexylamino)vinyl]phosphonate;DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE;DIETHYL CYCLOHEXYLAMINOVINYLPHOSPHONATE;CYCLOHEXYLAMINOETHENEPHOSPHORIC ACID DIETHYL ESTER;Phosphonic acid, 2-(cyclohexylamino)ethenyl-, diethyl ester;[2-(Cyclohexylamino)-vinyl]-phosphonic acid diethyl ester;Diethyl b-(Cyclohexylimino)ethylphosphonate;diethyl (E)-(2-(cyclohexylamino)vinyl)phosphonate
CAS:20061-84-1
MF:C12H24NO3P
MW:261.3
EINECS:243-492-4
Product Categories:
Mol File:20061-84-1.mol
DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE Structure
DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE Chemical Properties
Melting point 58-61 °C
Boiling point 151-152 °C(Press: 0.04 Torr)
density 1.05±0.1 g/cm3(Predicted)
form crystalline solid
pka5.30±0.70(Predicted)
Safety Information
MSDS Information
DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE Usage And Synthesis
UsesDiethyl β-(Cyclohexylimino)ethylphosphonate is used as a reagent for formylalkenation at carbonyl centers.[1]
PreparationPreparative Methods of Diethyl β-(Cyclohexylimino)ethylphosphonate: (EtO)2CHCH2P(O)(OEt)2 is prepared by reaction of Triethyl Phosphite with BrCH2CH(OEt)2. Acetal hydrolysis affords diethyl formylmethylphosphonate, which is combined with an equimolar quantity of cyclohexylamine in MeOH. The product is isolated by fractional distillation in the presence of K2CO3, to prevent acid-catalyzed dimerization, and at reduced pressure, followed by crystallization from cold pentane.[1b] Yields are 65-75%. A modified procedure for imine formation uses MeCN as solvent with isolation of product from Et2O at -40 °C to afford white crystalline material in 70% yield.[2]
storageCrystalline material of Diethyl β-(Cyclohexylimino)ethylphosphonate is stable for several months when stored under anhydrous conditions at 0 °C.
Purification Methods Purification of Diethyl β-(Cyclohexylimino)ethylphosphonate: distillation at reduced pressure. Crystallization from pentane at 0 °C.
References 1. (a) Nagata, W.; Hayase, Y. TL 1968, 4359. (b) Nagata, W.; Wakabayashi, T.; Hayase, Y. OS 1973, 53, 44. (c) Nagata, W.; Wakabayashi, T.; Hayase, Y. OS 1973, 53, 104. (d) Nagata, W.; Hayase, Y. JCS(C) 1969, 460.
2. Farnum, D. G.; Ghandi, M.; Raghu, S.; Reitz, T. JOC 1982, 47, 2598.
DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE Preparation Products And Raw materials
Tag:DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE(20061-84-1) Related Product Information
ammonium methyl phosphonate DIETHYL VINYLPHOSPHONATE Vinylphosphonic acid DIMETHYL VINYLPHOSPHONATE N-Methylcyclohexylamine DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE