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Sigma-Aldrich

N-(Phosphonomethyl)iminodiacetic acid hydrate

95%

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Linear Formula:
(HO)2P(O)CH2N(CH2CO2H)2 · H2O
CAS Number:
5994-61-6
Molecular Weight:
227.11 (anhydrous basis)
Beilstein:
1795744
MDL number:
MFCD00192401
PubChem Substance ID:
24871419
NACRES:
NA.22

Assay

95%

form

solid

mp

215 °C (dec.) (lit.)

SMILES string

[H]O[H].OC(=O)CN(CC(O)=O)CP(O)(O)=O

InChI

1S/C5H10NO7P.H2O/c7-4(8)1-6(2-5(9)10)3-14(11,12)13;/h1-3H2,(H,7,8)(H,9,10)(H2,11,12,13);1H2

InChI key

QTDRAPLUBFHWCT-UHFFFAOYSA-N

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General description

N-(Phosphonomethyl)iminodiacetic acid hydrate is the hydrated form of N-(phosphonomethyl)iminodiacetic acid (PMIDA; H4pmida). The solubility of PMIDA in various solvents and solvent mixtures has been studied. It is the starting material for the synthesis of N-(phosphonomethyl)iminodiacetate (pmida4-), a multidentate organic ligand. PMIDA undergoes molecular oxygen oxidation in the presence of metal salts to form N-(phosphonomethyl)glycine, also known as glyphosate. H4pmida forms the structural unit of various three-dimensional inorganic-organic hybrid compounds.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H318 - H335

Precautionary Statements

P280 - P305 + P351 + P338 + P310

Hazard Classifications

Eye Dam. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8B - Non-combustible, corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Measurement and correlation of the solubility of N-(phosphonomethyl) iminodiacetic acid in different organic solvents.
Jia D, et al.
Fluid Phase Equilibria, 382, 54-58 (2014)
New lead inorganic-organic hybrid microporous and layered materials: synthesis, properties, and crystal structures.
Mao JG, et al.
Inorganic Chemistry, 41(23), 6106-6111 (2002)
Synthesis and Characterisation of the First Three-Dimensional Mixed-Metal-Center Inorganic-Organic Hybrid Framework with N-(Phosphonomethyl) iminodiacetate.
Paz A, et al.
European Journal of Inorganic Chemistry, 2004(13), 2759-2768 (2004)
Hydrothermal synthesis, crystal structure, and magnetic property of a three-dimensional inorganic-organic hybrid material: Mn(H2O)[HO3PCH2NH(CH2 CO2)2].
Fan Y, et al.
Journal of Solid State Chemistry, 177(11), 4346-4350 (2004)
Vanadium (IV, V) salts as homogeneous catalysts for the oxygen oxidation of N-(phosphonomethyl) iminodiacetic acid to N-(phosphonomethyl) glycine.
Riley DP, et al.
Inorganic Chemistry, 30(22), 4191-4197 (1991)
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