593095
Diethyl (2-methylallyl)phosphonate
97%
Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali
About This Item
Formula condensata:
(C2H5O)2POCH2C(=CH2)CH3
Numero CAS:
Peso molecolare:
192.19
Numero MDL:
Codice UNSPSC:
12352108
ID PubChem:
NACRES:
NA.22
Prodotti consigliati
Saggio
97%
Impiego in reazioni chimiche
reaction type: C-C Bond Formation
Indice di rifrazione
n20/D 1.4380 (lit.)
P. eboll.
62 °C/0.1 mmHg (lit.)
Densità
1.013 g/mL at 25 °C (lit.)
Gruppo funzionale
phosphonate
Stringa SMILE
CCOP(=O)(CC(C)=C)OCC
InChI
1S/C8H17O3P/c1-5-10-12(9,11-6-2)7-8(3)4/h3,5-7H2,1-2,4H3
QOZGSMHGXZMADD-UHFFFAOYSA-N
Descrizione generale
Diethyl (2-methylallyl)phosphonate is an organophosphorous compound. It participates in the synthesis of α-aminophosphonate derivatives and azaphosphones. The analgesic/antiinflammatory properties of these derivatives were evaluated.
Applicazioni
Diethyl (2-methylallyl)phosphonate can be used as a reagent in the Horner-Wadsworth-Emmons reaction to form conjugated carbon–carbon double bonds.
It can also be used as a reactant for:
It can also be used as a reactant for:
- Enantioselective total synthesis of 10-isocyano-4-cadinene as antifouling agent.
- Regiospecific preparation of 4-oxo-2-alkenylphosphonates (OAP) via silylation followed by Friedel-Crafts acylation and isomerization. OAP can serve as building blocks for the construction of polyethylenic chains.
- The synthesis of azaphosphone as a potent analgesic/anti-inflammatory agents.
Reactant for:
- Enantioselective synthesis of 10-isocyano-4-cadinene and its stereoisomers with antifouling activity
- Preparation of 4-Oxo-2-alkenylphosphonates via silylation followed by regiospecific Friedel-Crafts acylation and isomerization
Avvertenze
Warning
Indicazioni di pericolo
Consigli di prudenza
Classi di pericolo
Eye Irrit. 2
Codice della classe di stoccaggio
10 - Combustible liquids
Classe di pericolosità dell'acqua (WGK)
WGK 3
Punto d’infiammabilità (°F)
>230.0 °F - closed cup
Punto d’infiammabilità (°C)
> 110 °C - closed cup
Dispositivi di protezione individuale
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Scegli una delle versioni più recenti:
Certificati d'analisi (COA)
Lot/Batch Number
Non trovi la versione di tuo interesse?
Se hai bisogno di una versione specifica, puoi cercare il certificato tramite il numero di lotto.
Possiedi già questo prodotto?
I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.
I clienti hanno visto anche
I N Smirnova et al.
The journal of physical chemistry. B, 114(50), 16936-16947 (2010-12-01)
The high brilliance of the AILES beamline at the SOLEIL synchrotron facility has been exploited for the study of the gas-phase vibrational spectra of weakly volatile organophosphorous compounds. The propagation of the synchrotron radiation in long path length gas cells
Carbodiimides-key mediators in the synthesis of novel cytotoxic and analgesic/antiinflammatory motifs based on a-amino-, enaminophosphonates, and azaphosphones.
Abdou WM, et al.
Royal Society of Chemistry Advances, 3(5), 1528-1540 (2013)
Keisuke Nishikawa et al.
Organic letters, 12(5), 904-907 (2010-02-06)
The first enantioselective total synthesis of 10-isocyano-4-cadinene, a marine sesquiterpene isolated from nudibranchs of the family Phyllidiidae, was achieved. The cadinene is expected to be a novel nontoxic antifouling agent. In the synthesis, an intermolecular Diels-Alder reaction and a SmI(2)-induced
Lee et al.
The Journal of organic chemistry, 65(13), 4175-4178 (2000-06-24)
Treatment of allylic and vinylic phosphonates with excess LiHMDS, followed by addition of chlorotrimethylsilane, afforded alpha- and gamma- silylated allylic phosphonate mixtures. Without separation, these mixtures underwent the Friedel-Crafts reaction and base-promoted isomerization to give 4-oxo-2-alkenylphosphonates, which can serve as
(-)-Sparteine-mediated stereoselective intramolecular conjugate addition reactions of dienes and enynes
Oestreich M and Hoppe D
Tetrahedron Letters, 40(10), 1881-1884 (1999)
Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..
Contatta l'Assistenza Tecnica.