Skip to Content
MilliporeSigma
All Photos(1)

Documents

D99234

Sigma-Aldrich

Diethyl phosphite

98%

Synonym(s):

Diethoxyphosphine oxide, Diethyl acid phosphite, Diethyl hydrogen phosphite, Diethyl phosphonate, Hydrogen diethyl phosphite

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(C2H5O)2P(O)H
CAS Number:
762-04-9
Molecular Weight:
138.10
Beilstein/REAXYS Number:
605759
EC Number:
212-091-6
MDL number:
MFCD00044573
UNSPSC Code:
12352100
PubChem Substance ID:
24894335
NACRES:
NA.22

Quality Level

200

assay

98%

form

liquid

refractive index

n20/D 1.407 (lit.)

bp

50-51 °C/2 mmHg (lit.)

density

1.072 g/mL at 25 °C (lit.)

SMILES string

[H]P(=O)(OCC)OCC

InChI

1S/C4H11O3P/c1-3-6-8(5)7-4-2/h8H,3-4H2,1-2H3

InChI key

MJUJXFBTEFXVKU-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Diethyl phosphite is the organophosphorus compound used as a phosphorylating agent in organic synthesis.

Application

Applications of diethyl phosphite (DEP):
  • It can undergo condensation with aldehydes or ketones and an amine to form α-aminophosphonates under solvent-free and catalyst-free conditions.
  • Reduction of gem-dibromo derivatives using diethyl phosphite in the presence of triethylamine gives monobromocyclopropanes.
  • Along with 4-dimethylaminopyridine, it can be used as a ligand for nickel-catalyzed cross-coupling of aryl and heteroaryl bromides, chlorides or sulfonates with arylzinc reagents.
  • It can be used for the catalytic asymmetric hydrophosphonylation of enones in the presence of a dinuclear zinc complex to form γ-oxo-phosphonates.
  • DEP can undergo Michael addition to α,β-unsaturated malonates to form β-phosphonomalonates in the presence of recyclable nano γ-ferric oxide-pyridine based catalyst.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Sens. 1B

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

179.6 °F - closed cup

flash_point_c

82 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 4

1 of 4

Ethyl phenylphosphinate 94%

Sigma-Aldrich

415642

Ethyl phenylphosphinate

Diethyl chlorophosphate 97%

Sigma-Aldrich

D91632

Diethyl chlorophosphate

Trimethyl phosphite ≥99%

Sigma-Aldrich

240907

Trimethyl phosphite

Diethyl (hydroxymethyl)phosphonate technical grade

Sigma-Aldrich

392626

Diethyl (hydroxymethyl)phosphonate

Highly Enantioselective 1,4?Addition of Diethyl Phosphite to Enones Using a Dinuclear Zn Catalyst.
Zhao D, et al.
Chemistry?A European Journal, 15(12), 2738-2741 (2009)
A simple and green procedure for the synthesis of α-aminophosphonate by a one-pot three-component condensation of carbonyl compound, amine and diethyl phosphite without solvent and catalyst.
Ranu B C and Hajra A
Green Chemistry, 4(6), 551-554 (2002)
Phospha-michael addition of diethyl phosphite to α,β-unsaturated malonates catalyzed by nano γ-Fe2O3-pyridine based catalyst as a new magnetically recyclable heterogeneous organic base.
Sobhani S, et al.
Applied Catalysis A: General, 454, 145-151 (2013)
Reduction of gem-dibromides with diethyl phosphite.
Hirao T, et al.
The Journal of Organic Chemistry, 46(18), 3745-3747 (1981)
An efficient Negishi cross-coupling reaction catalyzed by nickel (II) and diethyl phosphite.
Gavryushin A, et al.
Tetrahedron, 62(32), 7521-7533 (2006)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service