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7598-61-0 - Diethyl 2,2-diethoxyethylphosphonate, 96% - 2,2-Diethoxyethylphosphonic acid diethyl ester - Diethyl phosphonoacetaldehyde diethyl acetal - A12461 - Alfa Aesar

A12461 Diethyl 2,2-diethoxyethylphosphonate, 96%

Codice CAS
7598-61-0
Sinonimi
2,2-Diethoxyethylphosphonic acid diethyl ester
Diethyl phosphonoacetaldehyde diethyl acetal

Dimensioni Prezzo ($) Quantità Disponibilità
10g 84,40
50g 338,00
250g 1371,00
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Diethyl 2,2-diethoxyethylphosphonate, 96%

MDL
MFCD00009236
EINECS
231-504-0

Proprietà chimiche

Formula
C10H23O5P
Peso formula
254.26
Punto di ebollizione
101-103°/8mm
Punto di infiammabilità
>110°(230°F)
Densità
1.052
Indice di rifrazione
1.4278
Sensibilità
Moisture Sensitive
Solubilità
Soluble in chloroform and dichloromethane. Not miscible or difficult to mix in water.

Applicazioni

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.

Note

Keep container tightly sealed. It is hygroscopic in nature. It is sensitive to moisture. Store under dry inert gas. Protect from humidity and water.

Letteratura

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):

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H315-H319

Causes skin irritation. Causes serious eye irritation.

Dichiarazioni precauzionali: P280a-P264-P305+P351+P338-P321-P332+P313-P337+P313-P302+P352a-P362+P364

Wear protective gloves and eye/face protection. Wash thoroughly after handling. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment (see label). If skin irritation occurs: Get medical advice/attention. If eye irritation persists: IF ON SKIN: Take off contaminated clothing and wash before reuse.

Altri riferimenti

Beilstein
1785614
Codice tariffe armonizzato
2931.39
TSCA
No

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