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Sigma-Aldrich

N-(Phosphonomethyl)glycine

96%

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Synonym(s):
Glyphosate
Linear Formula:
(HO)2P(O)CH2NHCH2CO2H
CAS Number:
Molecular Weight:
169.07
Beilstein:
2045054
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

230 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

OC(=O)CNCP(O)(O)=O

InChI

1S/C3H8NO5P/c5-3(6)1-4-2-10(7,8)9/h4H,1-2H2,(H,5,6)(H2,7,8,9)

InChI key

XDDAORKBJWWYJS-UHFFFAOYSA-N

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General description

N-(Phosphonomethyl)glycine (Glyphosate) is a broad spectrum, non-selective systemic herbicide. It plays an important role in inhibiting the activity of 5-enolpyruvylshikimic acid-3-phosphate synthase, which is involved in aromatic amino acid biosynthesis. Due to its chelation property, glyphosate can form coordinate complexes with a wide range of metal ions.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Aquatic Chronic 2 - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

农药列管产品

Certificates of Analysis (COA)

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Glyphosate: a once?in?a?century herbicide.
Duke S O and Powles S B
Pest Management Science, 64(4), 319-325 (2008)
Copper (II) complexes of N-(phosphonomethyl) glycine in aqueous solution: a thermodynamic and spectrophotometric study.
Daniele P G, et al.
Talanta, 45(2), 425-431 (1997)
Biochemical effects of glyphosate (N-(phosphonomethyl) glycine)[Lemna, higher plants, phenylalanine ammonialyase].
Hoagland R E and Duke S O
ACS Symp. Ser. (1982)
The complex chemistry of N-(phosphonomethyl) glycine (glyphosate): preparation and characterization of the ammonium, lithium, sodium (4 polymorphs) and silver (I) complexes.
Sagatys D S, et al.
J. Chem. Soc., Dalton Trans., 19, 3404-3410 (2000)
Metal complexes with N-(phosphonomethyl) glycine (glyphosate): The preparation and characterization of the group 2 metal complexes with glyphosate and the crystal structure of barium glyphosate dihydrate.
Sagatys D S, et al.
Australian Journal of Chemistry, 53(2), 77-81 (2000)

Protocols

EPA Method 547 outlines the analysis of glyphosate in drinking water by direct aqueous injection HPLC, post column derivatization, and fluorescence detection

LC/MS Analysis of Glyphosate and Metabolites on apHera™ NH2, 2 mm I.D. Column

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