Triisopropyl phosphite

• Catalog No.: A15247
• CAS Number: 116-17-6
• M. F.: C9H21O3P
• M. W.: 208.235001
• Purity: 90+%

SYNONYMS

• Title: 亚磷酸三异丙酯
• IUPAC name: tris(propan-2-yl) phosphite
• IUPAC Traditional name: triisopropyl phosphite
• Synonyms: Phosphorous acid triisopropyl ester

DATABASE IDS

• CAS Number: 116-17-6
• Beilstein Number: 1701528
• MDL Number: MFCD00008874
• EC Number: 204-130-0

PROPERTIES

• Purity: 90+%
• Boiling Point: 63-64°C/11mm
• Density: 0.908
• Flash Point: 46°C(114°F)
• Refractive Index: 1.4110
• GHS Hazard statements: H226-H341-H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P280H-P305+P351+P338
• Risk Statements: 10-36/37/38-68
• RTECS: TH2800000
• Safety Statements: 26-36/37
• Storage Warning: Air & Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN1993
• Packing Group: III

REFERENCES

• Reagent for the preparation of phosphonate esters by the Arbuzov reaction; cf Triethyl phosphite, L00339. Has the advantage over primary phosphites that the bulky alkyl groups minimize the product of self-alkylation. For an example (diisopropyl methanephosphonate), see: Org. Synth. Coll., 4, 325 (1963).
• Convenient means of introduction of an isopropyl group into an aromatic ring by Friedel-Crafts alkylation. Using nitromethane as solvent, rearrangement of existing groups can be avoided: Synthesis, 423 (1972).
• The complex with CuCl, the "Moser" catalyst, promotes the cyclopropanation of alkenes by diazoalkanes: J. Am. Chem. Soc., 91, 1135 (1969). For comparison with other catalysts, see: Synthesis, 787 (1981).
• The combination with Pd(OAc)₂ is reported to be an efficient catalyst system for cross-coupling of arylboronic acids with both aryl bromides and chlorides: Chem. Eur. J., 6, 1830 (2000).