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90540

Triethyl phosphite

purum, ≥95.0% (GC)

Synonym(s):

P(EtO)3, P(OEt)3

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About This Item

Linear Formula:
(C2H5O)3P
CAS Number:
122-52-1
Molecular Weight:
166.16
EC Number:
204-552-5
UNSPSC Code:
12352001
PubChem Substance ID:
329769923
Beilstein/REAXYS Number:
956578
MDL number:
MFCD00009084
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grade

purum

assay

≥95.0% (GC)

reaction suitability

reagent type: ligand

refractive index

n20/D 1.413

bp

156 °C (lit.)

density

0.969 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

CCOP(OCC)OCC

InChI

1S/C6H15O3P/c1-4-7-10(8-5-2)9-6-3/h4-6H2,1-3H3

InChI key

BDZBKCUKTQZUTL-UHFFFAOYSA-N

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Other Notes

This phosphite is less reactive than triphenylphosphine but can lead to a more favorable diastereomer ratio in products

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 3 - Skin Sens. 1B

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

129.2 °F - closed cup

flash_point_c

54 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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C.A. Townsend, L.T. Nguyen
Tetrahedron Letters, 23, 4859-4859 (1982)
A.K. Bose et al.
Canadian Journal of Chemistry, 62, 2498-2498 (1984)
Rocky J Barney et al.
The Journal of organic chemistry, 76(8), 2875-2879 (2011-03-17)
Benzyl phosphonate esters often serve as reagents in Horner-Wadsworth-Emmons reactions. In most cases, they can be prepared from benzylic alcohols via formation of the corresponding halide followed by an Arbuzov reaction. To identify a more direct synthesis of phosphonate esters
Lu Gan et al.
Biomaterials, 25(22), 5303-5312 (2004-04-28)
Thin sol-gel-formed calcium phosphate (Ca-P) films were formed on sintered porous-surfaced implants as an approach to increasing the rate of bone ingrowth. The films were prepared using either an inorganic precursor solution (with calcium nitrate tetrahydrate and ammonium dihydrogen phosphate)
Triethyl phosphite mediated domino reaction: direct conversion of omega-nitroalkenes into N-heterocycles.
Elena Merişor et al.
Angewandte Chemie (International ed. in English), 46(18), 3353-3355 (2007-03-21)
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