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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
Pricing and availability is not currently available.

Quality Level

100

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.[1]
  • Tetraester of methylenediphosphonic acids which are used as metal ion extractants for actinides in all oxidation states.[2]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL7729
BCCK8115
BCCG7828
BCCD8919
BCCB0198

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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)
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.
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)
Hao Shen et al.
Journal of clinical microbiology, 53(3), 777-781 (2014-12-19)
Prosthetic joint infection (PJI) is a rare but refractory complication of arthroplasty. Accurate identification of pathogens is a key step for successful treatment of PJI, which remains a challenge for clinicians and laboratory workers. We designed a combined culture method
Domenick A Prosdocimo et al.
American journal of physiology. Cell physiology, 296(4), C828-C839 (2009-02-06)
Extracellular inorganic pyrophosphate (PP(i)) is a potent suppressor of physiological calcification in bone and pathological calcification in blood vessels. Ectonucleotide pyrophosphatase/phosphodiesterases (eNPPs) generate PP(i) via the hydrolysis of ATP released into extracellular compartments by poorly understood mechanisms. Here we report
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