75898

Dimethyl 2-oxoheptylphosphonate

technical, ~90% (GC)

• Sinónimos: (2-Oxoheptyl)phosphonic acid dimethyl ester, Dimethyl (hexanoylmethyl)phosphonate
• Fórmula lineal: CH₃(CH₂)₄COCH₂P(O)(OCH₃)₂
• Número de CAS: 36969-89-8
• Peso molecular: 222.22
• Beilstein/REAXYS Number: 1946305
• EC Number: 253-293-4
• MDL number: MFCD00009514
• UNSPSC Code: 12352000

Propiedades

• grade: technical
• assay: ~90% (GC)
• refractive index: n20/D 1.444 (lit.); n20/D 1.444
• bp: 109 °C/0.4 mmHg (lit.)
• density: 1.07 g/mL at 25 °C (lit.)
• SMILES string: CCCCCC(=O)CP(=O)(OC)OC
• InChI: 1S/C9H19O4P/c1-4-5-6-7-9(10)8-14(11,12-2)13-3/h4-8H2,1-3H3
• InChI key: LQZCYXCHWNQBKX-UHFFFAOYSA-N

Descripción

Application

Reactant for:

• Beirut reaction for the preparation of phosphonylated quinoxaline dioxides
• Preparation of pyrrolomorphinan derivatives as κ opioid agonists via cyclocondensation, Vilsmeier-Haack formylation, Horner-Wadsworth-Emmons reaction, and Kocienski-modified Julia olefination from naltrexone methyl ether
• Synthesis of C-glycosides amphiphiles via solvent-free Horner-Wadsworth-Emmons reaction with unprotected sugars
• Preparation of specific inhibitors of endocannabinoid biosynthesis

Other Notes

Wittig-Horner reagent for the synthesis of 1-substituted 1-octen-3-ones from aldehydes, especially for introducing the ω-chain in prostaglandins and thromboxanes