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Monolinuron

Summary

Monolinuron is a pesticide,[1] more specifically a selective systemic herbicide[2] and an algaecide.[3] As an herbicide, it is used to control broad-leaved weeds and annual grasses in vegetable crops such as leeks, potatoes,[2] and dwarf French beans.[4] Monolinuron affects the photosynthesis in weeds. Following uptake of monolinuron through roots and leaves of weeds, monolinuron causes early symptoms of yellowing and die-back of the leaves, eventually resulting in weed death.[4] In fishkeeping, it is used to control blanket weed and hair algae.[3]

Monolinuron
Skeletal formula of monolinuron
Ball-and-stick model of the monolinuron molecule
Names
Preferred IUPAC name
N′-(4-Chlorophenyl)-N-methoxy-N-methylurea
Identifiers
  • 1746-81-2 checkY
3D model (JSmol)
  • Interactive image
2212523
ChemSpider
  • 14868 checkY
ECHA InfoCard 100.015.572 Edit this at Wikidata
EC Number
  • 217-129-5
KEGG
  • C18794 checkY
MeSH Monolinuron
  • 15629
RTECS number
  • YS6425000
UNII
  • 6KJJ4XAD6M checkY
  • DTXSID0037576 Edit this at Wikidata
  • InChI=1S/C9H11ClN2O2/c1-12(14-2)9(13)11-8-5-3-7(10)4-6-8/h3-6H,1-2H3,(H,11,13) checkY
    Key: LKJPSUCKSLORMF-UHFFFAOYSA-N checkY
  • Clc1ccc(NC(=O)N(OC)C)cc1
Properties
C9H11ClN2O2
Molar mass 214.65 g·mol−1
Melting point 80 to 83 °C (176 to 181 °F; 353 to 356 K)
0.735 g/L
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

As a herbicide, it is used in a range of food and non-food crops, e.g. beans and other vegetables, onions, fruits, cereals, potatoes, vines and ornamental plants. It was introduced to use in circa 1965. It is an inhibitor of photosystem II of photosynthesis. It is a derivative of urea and related to paraquat. It is available under various trade names e.g. Monamex, Gramonol, Aresin.[5]

It is soluble in water (0.735 g/L), and very soluble in organic solvents (200 g/L in acetone, methanol, and toluene, 3.9 g/L in hexane). Its volatility is low and its leachability is high. It is moderately persistent and moderately mobile in soil, stable in water, and fast degraded in water sediments (DT50 of 22 days). It has low toxicity for mammals (LD50 oral for a rat is 2100 mg/kg).[5]

References edit

  1. ^ Rossoff, Irving S. (2002). Encyclopedia of clinical toxicology. p. 718.
  2. ^ a b Milne, George W. A. (2005). Gardner's commercially important chemicals. p. 44.
  3. ^ a b "Pesticides: HSE registered products". Archived from the original on 2009-07-24. Retrieved 2009-07-31.
  4. ^ a b "Department for Environment, Food and Rural Affairs, Evaluation of Fully Approved or Provisionally Approved Products, Evaluation on: Monolinuron, May 1995" (PDF). Retrieved 2011-08-19.
  5. ^ a b "Monolinuron (Ref: HOE 002747)".

External links edit

  • Monolinuron in the Pesticide Properties DataBase (PPDB)