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M9508

Sigma-Aldrich

Methylenediphosphonic acid

≥99%

Synonym(s):

MDP, Medronic acid

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About This Item

Linear Formula:
CH2[P(O)(OH)2]2
CAS Number:
1984-15-2
Molecular Weight:
176.00
Beilstein:
1708494
MDL number:
MFCD00002139
UNSPSC Code:
12352100
PubChem Substance ID:
57654426
NACRES:
NA.22

Assay

≥99%

form

crystals

mp

197-199 °C (lit.)

storage temp.

−20°C

SMILES string

OP(O)(=O)CP(O)(O)=O

InChI

1S/CH6O6P2/c2-8(3,4)1-9(5,6)7/h1H2,(H2,2,3,4)(H2,5,6,7)

InChI key

MBKDYNNUVRNNRF-UHFFFAOYSA-N

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Application

Methylenediphosphonic acid can be used as a precursor in the synthesis of:
  • Mesoporous aluminum organophosphonate in the presence of alkyltrimethylammonium as a surfactant.
  • Tetraester of methylenediphosphonic acids which are used as metal ion extractants for actinides in all oxidation states.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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Metal extraction by silyl-substituted diphosphonic acids. III. Ester group substituent effects on phosphoryl oxygen basicity.
Zalupski PR, et al.
Solvent Extr. Ion Exch., 21(3), 331-345 (2003)
Synthesis of novel mesoporous aluminum organophosphonate by using organically bridged diphosphonic acid.
Kimura T, et al.
Chemistry of Materials, 15(20), 3742-3744 (2003)
Megan H Ryan et al.
Plant, cell & environment, 42(6), 1987-2002 (2019-02-09)
Crops with improved uptake of fertilizer phosphorus (P) would reduce P losses and confer environmental benefits. We examined how P-sufficient 6-week-old soil-grown Trifolium subterraneum plants, and 2-week-old seedlings in solution culture, accumulated P in roots after inorganic P (Pi) addition.
Hiroki Kuyama et al.
Rapid communications in mass spectrometry : RCM, 22(8), 1109-1116 (2008-03-13)
Matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) has been one of the most powerful tools for analyzing protein phosphorylation. However, it is frequently difficult to detect phosphopeptides with high sensitivity by MALDI-MS. In our investigation of matrix/matrix-additive substances for improving the
J C Frith et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 12(9), 1358-1367 (1997-09-01)
Clodronate, alendronate, and other bisphosphonates are widely used in the treatment of bone diseases characterized by excessive osteoclastic bone resorption. The exact mechanisms of action of bisphosphonates have not been identified but may involve a toxic effect on mature osteoclasts
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