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Diethyl 2,2-diethoxyethylphosphonate, 96%, Thermo Scientific Chemicals
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化學識別
CAS7598-61-0
IUPAC Namediethyl (2,2-diethoxyethyl)phosphonate
Molecular FormulaC10H23O5P
InChI KeyLUQYELQXRPNKRY-UHFFFAOYSA-N
SMILESCCOC(CP(=O)(OCC)OCC)OCC
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規格
規格表
規格表Appearance (Color)Clear colorless
Refractive Index1.4240-1.4300 @ 20?C
Assay (GC)≥95.0%
FormLiquid
Diethyl 2,2-diethoxyethylphosphonate is used reactant for synthesis of α,β-alkenal derivatives by two-carbon homologation, lower rim-phosphonylated rexorcinol calix[4]arenes by condensation reactions, α-Phosphovinyl radicals via a radical trapping sequence, inhibitors of reverse transcriptase via 1,3-dipolar cycloadditions and for Friedel-Crafts reactions.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Diethyl 2,2-diethoxyethylphosphonate is used reactant for synthesis of α,β-alkenal derivatives by two-carbon homologation, lower rim-phosphonylated rexorcinol calix[4]arenes by condensation reactions, α-Phosphovinyl radicals via a radical trapping sequence, inhibitors of reverse transcriptase via 1,3-dipolar cycloadditions and for Friedel-Crafts reactions.
Solubility
Soluble in chloroform and dichloromethane. Not miscible or difficult to mix in water.
Notes
Keep container tightly sealed. It is hygroscopic in nature. It is sensitive to moisture. Store under dry inert gas. Protect from humidity and water.
Diethyl 2,2-diethoxyethylphosphonate is used reactant for synthesis of α,β-alkenal derivatives by two-carbon homologation, lower rim-phosphonylated rexorcinol calix[4]arenes by condensation reactions, α-Phosphovinyl radicals via a radical trapping sequence, inhibitors of reverse transcriptase via 1,3-dipolar cycloadditions and for Friedel-Crafts reactions.
Solubility
Soluble in chloroform and dichloromethane. Not miscible or difficult to mix in water.
Notes
Keep container tightly sealed. It is hygroscopic in nature. It is sensitive to moisture. Store under dry inert gas. Protect from humidity and water.
RUO – Research Use Only
General References:
- Richard J Petroski.; Karl Vermillion.; Allard A Cossé. Two-carbon homologation of aldehydes and ketones to α,β-unsaturated aldehydes. Molecules. 2011, 16 (6), 5062-5078.
- Ugo Chiacchio.; Emanuela Balestrieri.; Beatrice Macchi.; Daniela Iannazzo.; Anna Piperno.; Antonio Rescifina.; Roberto Romeo.; Monica Saglimbeni.; M Teresa Sciortino.; Vincenza Valveri.; Antonio Mastino.; Giovanni Romeo. Synthesis of phosphonated carbocyclic 2'-oxa-3'-aza-nucleosides: novel inhibitors of reverse transcriptase. Journal of Medicinal Chemistry. 2005, 48 (5), 1389-1394.
- Wadsworth-Emmons olefination with aldehydes leads to ɑß-enals: Bull. Chem. Soc. Jpn., 30, 1498 (1962). This reaction fails for ketones since the ylide loses EtO-. This can be avoided by prior conversion of the acetal to the corresponding cyclohexyl enamine: Org. Synth. Coll., 6, 448 (1988), followed by reaction with the ketone: Org. Synth. Coll., 6, 358 (1988):