Skip to Content
Merck
CN

D99234

Diethyl phosphite

98%

Synonym(s):

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

Sign In to View Organizational & Contract Pricing

Select a Size

About This Item

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

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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

Signal Word

Danger

Hazard Statements

H317,H318

Hazard Classifications

Eye Dam. 1 - Skin Sens. 1B

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

179.6 °F - closed cup

Flash Point(C)

82 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL3365
BCCK8156
BCCF8593
BCCC0544
BCBW7242

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

An efficient Negishi cross-coupling reaction catalyzed by nickel (II) and diethyl phosphite.
Gavryushin A, et al.
Tetrahedron, 62(32), 7521-7533 (2006)
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)
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)
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)
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