Skip to Content
Merck
All Photos(1)

Key Documents

359181

Sigma-Aldrich

Tetraethyl methylenediphosphonate

97%

Synonym(s):

Bis(diethoxyphosphinyl)methane, Methylenediphosphonic acid tetraethylester, NSC 133889

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH2[P(O)(OCH2CH3)2]2
CAS Number:
Molecular Weight:
288.21
Beilstein:
1813241
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.442 (lit.)

bp

171-174 °C/11 mmHg (lit.)

density

1.16 g/mL at 25 °C (lit.)

functional group

phosphonate

SMILES string

CCOP(=O)(CP(=O)(OCC)OCC)OCC

InChI

1S/C9H22O6P2/c1-5-12-16(10,13-6-2)9-17(11,14-7-3)15-8-4/h5-9H2,1-4H3

InChI key

STJWVOQLJPNAQL-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Reactant for synthesis of:
  • Dual substrate-site inhibitors of 3-deoxy-D-arabino-heptulosonate 7-phosphate synthase
  • Unnatural alpha-amino acid derivatives containing gem-biphosphonates
  • Biphenyl sulfonylamino Me bisphosphonic acids as inhibitors of matrix metalloproteinases and bone resorption
  • Lycopene via Wittig-Horner reaction
  • Alkylaminoethylbisphosphinic acids to target farnesyl diphosphate synthase
  • Aromatic bisphosphonates for use as inhibitors of geranylgeranyl diphosphate synthase

Precursor for synthesis of dendritic polyglycerol anions used toward L-selectin inhibition

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

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.

Already Own This Product?

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

Visit the Document Library

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