N-Nitrosoglyphosate

N-Nitrosoglyphosate is the nitrosamine degradation product and synthetic impurity of glyphosate herbicide.

N-Nitrosoglyphosate

Names
IUPAC name 2-[nitroso(phosphonomethyl)amino]acetic acid
Other names Nitrosoglyphosate, 56516-72-4, N-Nitroso-N-(phosphonomethyl)glycine, N-Nitrosoglyphosphate, 2-[nitroso(phosphonomethyl)amino]acetic acid, NNG
Identifiers
CAS Number	56516-72-4 Y[PubChem]
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL96010
ChemSpider	38242 Y
PubChem CID	41910
CompTox Dashboard (EPA)	DTXSID30205066
InChI InChI=1S/C3H7N2O6P/c6-3(7)1-5(4-8)2-12(9,10)11/h1-2H2,(H,6,7)(H2,9,10,11) Y Key: BJYYBQPCMQGLLZ-UHFFFAOYSA-N Y
SMILES C(C(=O)O)N(CP(=O)(O)O)N=O
Properties
Chemical formula	C3H7N2O6P
Molar mass	198.071 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The US EPA limits N-nitrosoglyphosate impurity to a maximum of 1 ppm in glyphosate formulated products. N-Nitrosoglyphosate can also form from the reaction of nitrates and glyphosate. Formation of N-nitrosoglyphosate has been observed in soils treated with sodium nitrite and glyphosate at elevated levels, though formation in soil is not expected at under typical field conditions.[1]