ChemicalBook Product Catalog Organic Chemistry Phosphines Triisopropyl phosphite

Triisopropyl phosphite

Triisopropyl phosphite Basic information
Product Name:Triisopropyl phosphite
Synonyms:PHOSPHOROUS ACID TRIISOPROPYL ESTER;phosphorous acid tris(1-methylethyl) ester;Phosphorus isopropoxide;Phosphorus triisopropoxide;di-tert-butyl isopropyl phosphite;Phosphite isopropyl ester;Tris(propan-2-yl) phosphite;Triisopropyl phosphite,90%,tech.
CAS:116-17-6
MF:C9H21O3P
MW:208.24
EINECS:204-130-0
Product Categories:organophosphorus compound;Building Blocks;Chemical Synthesis;Organic Building Blocks;Organic Phosphates/Phosphites;Phosphorus Compounds;Organic Building Blocks;Organic Phosphates/Phosphites;Phosphorus Compounds
Mol File:116-17-6.mol
Triisopropyl phosphite Structure
Triisopropyl phosphite Chemical Properties
Boiling point 63-64 °C11 mm Hg(lit.)
density 0.844 g/mL at 25 °C(lit.)
vapor pressure <2 mm Hg ( 20 °C)
refractive index n20/D 1.411(lit.)
Fp 154 °F
storage temp. -20°C
form Liquid
color Clear
Specific Gravity0.844
Water Solubility Insoluble
Sensitive Moisture Sensitive
BRN 1701528
LogP2
CAS DataBase Reference116-17-6(CAS DataBase Reference)
NIST Chemistry ReferencePhosphorous acid, tris(1-methylethyl) ester(116-17-6)
EPA Substance Registry SystemPhosphorous acid, tris(1-methylethyl) ester (116-17-6)
Safety Information
Hazard Codes T,F
Risk Statements 25-38-68
Safety Statements 37-46-45-36/37
RIDADR UN 3278 6.1/PG 3
WGK Germany 3
RTECS TH2800000
F 1-10
Hazard Note Toxic/Flammable/Moisture Sensitive/
TSCA Yes
HazardClass 3
PackingGroup III
HS Code 29209090
Hazardous Substances Data116-17-6(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Phosphorous acid tris(1-methylethyl) ester English
SigmaAldrich English
ACROS English
ALFA English
Triisopropyl phosphite Usage And Synthesis
Chemical PropertiesColorless liquid; characteristic odor. Miscible with most common organic solvents; insoluble in water; hydrolyzes slowly in water; exposure to air should be minimum; high thermal stability. Combustible.
UsesTriisopropyl phosphite can be used as a reactant:
  • With Ru-based indenylidene complexes to form 1st generation complexes for metathesis reactions.
  • In Perkow-type reaction to synthesize compounds containing polarized carbon-carbon double bonds.
  • For the synthesis of phosphonohydrazines by reacting with arylamines and isoamyl nitrite.

It can also be used as an alternative to triphenylphosphine in Mitsunobu reaction to facilitate the isolation of products.
UsesIntermediate for insecticides, component of vinyl stabilizers, lubricant additive, specialty solvent.
Purification MethodsDistil it from sodium, under vacuum, through a column packed with glass helices. (This removes any dialkyl phosphonate.) [Ford-Moore & Williams J Chem Soc 1465 1947, Arbuzov Chem Ber 38 1171 1905, see Verkade & Coskren in Organo Phosphorus Compound (Kosolapoff & Maier eds) Wiley Vol 2 pp 1-187 1972, Beilstein 1 IV 1476.]
Triisopropylsilane Triisopropyl borate Isopropyl palmitate ISOPROPYLPHENYLDIPHENYL PHOSPHATE Orthophosphorus acid Titanium tetraisopropanolate Tris(trimethylsilyl)phosphate Olibanum oil N,N-Diisopropylethylamine Tri(4-isopropylphenyl) phosphate Diisopropyl phosphite Lithium diisopropylamide BUTYL OLEATE Isopropyl salicylate Methyl acrylate Dimethyl succinate Phosphorus Isopropyl myristate
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