Tetraethyl methylenediphosphonate

• Catalog No.: 64256
• CAS Number: 1660-94-2
• M. F.: C9H22O6P2
• M. W.: 288.214902
• Purity: ≥97.0% (GC)

SYNONYMS

• Title: 四乙基亚甲基二磷酸酯
• IUPAC name: diethyl [(diethoxyphosphoryl)methyl]phosphonate
• IUPAC Traditional name: diethyl (diethoxyphosphoryl)methylphosphonate
• Synonyms: Methylenediphosphonic acid tetraethylester; 双(二乙氧基氧膦基)甲烷; 亚甲基二磷酸四乙酯; NSC 133889; Bis(diethoxyphosphinyl)methane

DATABASE IDS

• CAS Number: 1660-94-2
• MDL Number: MFCD00039887
• Beilstein Number: 1813241
• EC Number: 216-764-5

PROPERTIES

• Grade: purum
• Linear Formula: CH2[P(O)(OCH2CH3)2]2
• Purity: ≥97.0% (GC)
• Boiling Point: 171-174 °C/11 mmHg(lit.)
• Density: 1.16 g/mL at 25 °C(lit.)
• Flash Point: 110 °C
• Flash Point: 230 °F
• Refractive Index: n20/D 1.442(lit.)
• Refractive Index: n20/D 1.442
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• GHS Precautionary statements: P261-P305 + P351 + P338
• Risk Statements: 36/37/38
• RTECS: SZ9150000
• Safety Statements: 26-36
• German water hazard class: 3

DETAILS

Description (English)

Other Notes
Horner-Wittig reagent for the synthesis of vinylic phosphonates 8; Preparation of isosters of phosphates by Horner- Wittig reaction followed by hydrogenation 9,10
Application
Reactant for synthesis of:
• Dual substrate-site inhibitors of 3-deoxy-D-arabino-heptulosonate 7-phosphate synthase1
• Unnatural alpha-amino acid derivatives containing gem-biphosphonates2
• Biphenyl sulfonylamino Me bisphosphonic acids as inhibitors of matrix metalloproteinases and bone resorption3
• Lycopene via Wittig-Horner reaction4
• Alkylaminoethylbisphosphinic acids to target farnesyl diphosphate synthase5
• Aromatic bisphosphonates for use as inhibitors of geranylgeranyl diphosphate synthase6Precursor for synthesis of dendritic polyglycerol anions used toward L-selectin inhibition7

Description (简体中文)

Other Notes
Horner-Wittig 试剂，用于合成乙烯基磷酸酯8；通过 Horner-Wittig 反应以及加氢反应制备磷酸酯的电子等排体9,10
Application
Reactant for synthesis of:
• Dual substrate-site inhibitors of 3-deoxy-D-arabino-heptulosonate 7-phosphate synthase1
• Unnatural alpha-amino acid derivatives containing gem-biphosphonates2
• Biphenyl sulfonylamino Me bisphosphonic acids as inhibitors of matrix metalloproteinases and bone resorption3
• Lycopene via Wittig-Horner reaction4
• Alkylaminoethylbisphosphinic acids to target farnesyl diphosphate synthase5
• Aromatic bisphosphonates for use as inhibitors of geranylgeranyl diphosphate synthase6Precursor for synthesis of dendritic polyglycerol anions used toward L-selectin inhibition7