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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 85,18
50g 268,00
250g 1075,20
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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: P280-P264-P305+P351+P338-P362-P321-P332+P313-P337+P313-P302+P352

Wear protective gloves/protective clothing/eye protection/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. Take off contaminated clothing and wash before reuse. Specific treatment (see label). If skin irritation occurs: Get medical advice/attention. If eye irritation persists: IF ON SKIN: Wash with plenty of soap and water.

Altri riferimenti

Beilstein
1785614
Codice tariffe armonizzato
2931.90
TSCA
No

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