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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:
Molecular Weight:
176.00
Beilstein/REAXYS Number:
1708494
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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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Synthesis of novel mesoporous aluminum organophosphonate by using organically bridged diphosphonic acid.
Kimura T, et al.
Chemistry of Materials, 15(20), 3742-3744 (2003)
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)
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.
Claude Grison et al.
Carbohydrate research, 341(9), 1117-1129 (2006-04-19)
A direct and general access to D-glycosyl 3-, 5-, or 6-methylenediphosphonates, di-D-glycosyl 1,5-, 3,5-, 3,6-, 5,5-, or 6,6-methylenediphosphonates and dithymidine 3',5'-methylenediphosphonate is described. The method involves the one-pot alkylidenediphosphorylation of glycosyl or thymidine derivatives. No antiviral activity was detected against
Sara Calhoun et al.
Communications biology, 4(1), 333-333 (2021-03-14)
Microalgae efficiently convert sunlight into lipids and carbohydrates, offering bio-based alternatives for energy and chemical production. Improving algal productivity and robustness against abiotic stress requires a systems level characterization enabled by functional genomics. Here, we characterize a halotolerant microalga Scenedesmus

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