268127

Diethylphosphonessigsäure

95%

• Synonym(e): (Diethoxyphosphinyl)acetic acid, Diethyl carboxymethylphosphonate, NSC 272281
• Lineare Formel: (C₂H₅O)₂P(O)CH₂CO₂H
• CAS-Nummer: 3095-95-2
• Molekulargewicht: 196.14
• MDL-Nummer: MFCD00192032
• UNSPSC-Code: 12352108
• PubChem Substanz-ID: 24856264
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 95%
• Form: liquid
• Eignung der Reaktion: reaction type: C-C Bond Formation
• Brechungsindex: n20/D 1.445 (lit.)
• bp: 150 °C/0.05 mmHg (lit.)
• Dichte: 1.220 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: carboxylic acid; phosphonate
• SMILES String: CCOP(=O)(CC(O)=O)OCC
• InChI: 1S/C6H13O5P/c1-3-10-12(9,11-4-2)5-6(7)8/h3-5H2,1-2H3,(H,7,8)
• InChIKey: DVQMPWOLBFKUMM-UHFFFAOYSA-N

Beschreibung

Anwendung

Used to make phosphonoester intermediates for intramolecular HEW reactions.

Acts as a nucleophile for nucleophilic addition reactions for synthesis of allene epoxides

Reactant for:

• Stereoselectivity studies of the Staudinger reaction
• Enantioselective formation of diols via epoxidation and hydration reactions
• Horner-Wadsworth-Emmons reactions
• Remote chelation controlled Ireland-Claisen rearrangement
• Ugi-Dieckmann reactions for synthesis of tetramic acid derivatives

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H302
• Gefahreneinstufungen: Acute Tox. 4 Oral
• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter