593095

Diethyl-(2-methylallyl)phosphonat

97%

• Lineare Formel: (C₂H₅O)₂POCH₂C(=CH₂)CH₃
• CAS-Nummer: 51533-70-1
• Molekulargewicht: 192.19
• MDL-Nummer: MFCD05664300
• UNSPSC-Code: 12352108
• PubChem Substanz-ID: 24881330
• NACRES: NA.22

Eigenschaften

• Assay: 97%
• Eignung der Reaktion: reaction type: C-C Bond Formation
• Brechungsindex: n20/D 1.4380 (lit.)
• bp: 62 °C/0.1 mmHg (lit.)
• Dichte: 1.013 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: phosphonate
• SMILES String: 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
• InChIKey: QOZGSMHGXZMADD-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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:

• 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

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H319
• P-Sätze: P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2
• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): >230.0 °F - closed cup
• Flammpunkt (°C): > 110 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type ABEK (EN14387) respirator filter