Autorizzo l’utilizzo di cookies.

Accetto Utilizziamo cookies per migliorare il nostro servizio e realizzare statistiche. Questa funzione puó essere disattivata cambiando la configurazione del browser. Continuando a navigare senza modificare questi parametri, consideriamo che l’uso di cookies sia accettato

A14532 Tetraethyl methylenediphosphonate, 98+%

Codice CAS
1660-94-2
Sinonimi
Methylenediphosphonic acid tetraethyl ester

Stock No. Dimensioni Prezzo ($) Quantità Disponibilità
A14532-06 5g 63,10
A14532-14 25g 253,00
A14532-22 100g 857,00
Aggiungi al carrello Aggiungi al preventivo generale Visualizza articolo

Tetraethyl methylenediphosphonate, 98+%

MDL
MFCD00039887
EINECS
216-764-5

Proprietà chimiche

Formula
C9H22O6P2
Peso formula
288.22
Punto di ebollizione
151-153°/1.2mm
Punto di infiammabilità
>110°(230°F)
Densità
1.162
Indice di rifrazione
1.4400
Storage & Sensitivity
Ambient temperatures.
Solubilità
Slightly miscible with water.

Applicazioni

Tetraethyl methylidenediphosphonate is used in the synthesis of tetrazoloquinoline-based mono- and bisphosphonate esters. It acts as an intermediate for the synthesis of bisphosphonate and bisphosphonic acid derivatives with anticancer and antischistosomal activity. It is also used as a reactant for synthesis of dual substrate-site inhibitors of 3-deoxy-D-arabino-heputosonate 7-phosphate synthase and alpha-amino acid derivatives containing gem-biophosphonates, Lycopene through Wittig-Horner reaction. It is also used as a precursor for the preparation of dendritic polyglycerol anions.

Note

Incompatible with strong oxidizing agents.

Letteratura

Reacts with aromatic aldehydes to give styrylphosphonates in a two-phase system, no added phase-transfer catalyst being necessary: Synthesis, 396 (1976). For cleavage of the resulting vinyl phosphonates to ɑ-hydroxyaldehydes, see Osmium(VIII)­ oxide, 12103.

Pachl, P.; Simak, O.; Rezacova, P.; Fabry, M.; Budesínsky, M.; Rosenberg, I.; Brynda, J. Structure-based design of a bisphosphonate 5'(3')-deoxyribonucleotidase inhibitor. Med. Chem. Commun. 2015, 6 (9), 1635-1638.

Faísca Phillips, A. M.; Barros, M. T. Enantioselective Organocatalytic Synthesis of α-Cyclopropylphosphonates through a Domino Michael Addition/Intramolecular Alkylation Reaction. Eur. J. Org. Chem. 2014, 2014 (1), 152-163.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H315-H319

Causes skin irritation. Causes serious eye irritation.

Dichiarazioni precauzionali: P280g-P305+P351+P338

Wear protective gloves. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Altri riferimenti

Beilstein
1813241
Codice tariffe armonizzato
2931.39
TSCA
Yes
RTECS
SZ9150000

Raccomandato

Visualizzati di recente

Prodotti chimici

Scienze della vita

Metalli e materiali

Catalizzatori

Apparecchiature di analisi e di laboratorio