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392626

Sigma-Aldrich

Diethyl (hydroxymethyl)phosphonate

technical grade

Synonym(s):

(Hydroxymethyl)phosphonic acid diethyl ester, Diethyl phosphonomethanol

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About This Item

Linear Formula:
HOCH2P(O)(OC2H5)2
CAS Number:
Molecular Weight:
168.13
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.444 (lit.)

bp

124-126 °C/3 mmHg (lit.)

density

1.14 g/mL at 25 °C (lit.)

SMILES string

CCOP(=O)(CO)OCC

InChI

1S/C5H13O4P/c1-3-8-10(7,5-6)9-4-2/h6H,3-5H2,1-2H3

InChI key

RWIGWWBLTJLKMK-UHFFFAOYSA-N

Application

Reactant for synthesis of:
  • α And β-dialkoxyphosphoryl isothiocyanate used in antiproliferative studies
  • Dendritic polyglycerol anions for L-selectin inhibition
  • Phosphonates for anti-HIV-1 activity
  • Homo and copolymers of phosphonated norbornenes

Involved in studies of FBPase inhibition by phosphonic acid-containing thaizoles

Reactant for Mitsunobu reactions

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 3

Flash Point(F)

>752.0 °F - closed cup

Flash Point(C)

> 400 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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