T67806
Triisopropyl phosphite
95%
Synonym(s):
Isopropyl phosphite, Tri-2-propyl phosphite, Triisopropoxyphosphine, Tris(isopropyl) phosphite
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About This Item
Linear Formula:
[(CH3)2CHO]3P
CAS Number:
Molecular Weight:
208.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-130-0
Beilstein/REAXYS Number:
1701528
MDL number:
Assay:
95%
vapor pressure
<2 mmHg ( 20 °C)
Quality Level
assay
95%
refractive index
n20/D 1.411 (lit.)
bp
63-64 °C/11 mmHg (lit.)
density
0.844 g/mL at 25 °C (lit.)
SMILES string
CC(C)OP(OC(C)C)OC(C)C
InChI
1S/C9H21O3P/c1-7(2)10-13(11-8(3)4)12-9(5)6/h7-9H,1-6H3
InChI key
SJHCUXCOGGKFAI-UHFFFAOYSA-N
Application
Triisopropyl phosphite can be used as a reactant:
It can also be used as an alternative to triphenylphosphine in Mitsunobu reaction to facilitate the isolation of products.
- 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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Skin Irrit. 2
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
154.4 °F - closed cup
flash_point_c
68 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Mitsunobu reactions of nucleoside analogs using triisopropyl phosphite-DIAD
Veliz EA and Beal PA
Tetrahedron Letters, 47(18), 3153-3156 (2006)
Ruthenium indenylidene ?1st generation? olefin metathesis catalysts containing triisopropyl phosphite
Guidone S, et al.
Beilstein Journal of Organic Chemistry, 11, 1520-1520 (2015)
Nef-isocyanide-Perkow synthesis of new polarized olefins containing 2-dicyanomethylene-2, 3-dihydrothiazole and 2-dicyanomethylene-1, 3-dithiole moieties
Yavari I, et al.
Tetrahedron, 69(11), 2462-2467 (2013)