Triethyl phosphite

• Catalog No.: L00339
• CAS Number: 122-52-1
• M. F.: C6H15O3P
• M. W.: 166.155261
• Purity: 98%

SYNONYMS

• Title: 亚磷酸三乙酯
• IUPAC name: triethyl phosphite
• IUPAC Traditional name: triethyl phosphite
• Synonyms: Phosphorous acid triethyl ester

DATABASE IDS

• Beilstein Number: 956578
• MDL Number: MFCD00009084
• EC Number: 204-552-5
• CAS Number: 122-52-1

PROPERTIES

• Purity: 98%
• Boiling Point: 155-157°C
• Density: 0.958
• Flash Point: 43°C(109°F)
• Melting Point: -112°C
• Refractive Index: 1.4130
• GHS Hazard statements: H226-H332-H319-H317-H402-H412
• European Hazard Symbols: X
• GHS Precautionary statements: P280H-P262-P273-P305+P351+P338
• Risk Statements: 10-20-36-43-52/53
• RTECS: TH1130000
• Safety Statements: 24-26-36/37-61
• Storage Warning: Air & Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN2323
• Packing Group: III

REFERENCES

• Reaction with acyl halides yields acylphosphonate esters, borohydride reduction of which gives aldehydes: Chem. Ber., 103, 2984 (1970).
• Precursor of phosphonate esters by the Arbuzov reaction. See also Triisopropyl phosphite, A15247. The Arbuzov isomerization to diethyl ethanephosphonate can be induced by a trace of iodine: Synth. Commun., 20, 239 (1990). For reviews of the Arbuzov reaction, see: Org. React., 6, 273 (1951); Chem. Rev., 71, 317 (1971); 81, 415 (1981).
• Reducing agent: o-nitrobenzylidineaniline gives 2-phenylindazole: Org. Synth. Coll., 5, 941 (1973). For a review of the phosphite reduction of aromatic nitro compounds to heterocycles, see: Synthesis, 11 (1969). Reaction with ?-nitro styrenes forms 3-phenyl-2-substituted indoles in good yields: J. Org. Chem., 57, 6508 (1992).
• Use in a modified Staudinger reaction provides a useful one-pot conversion of an alkyl bromide to an amine via the azide: Synthesis, 202 (1985):
  
• For reviews of the Staudinger reaction, see: Tetrahedron, 37, 437 (1981); 48, 353 (1992).