Dipropalin

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Dipropalin
Names
Preferred IUPAC name
4-Methyl-2,6-dinitro-N,N-dipropylaniline
Other names
  • L-35355
  • 2,6-Dinitro-N,N-dipropyl-p-toluidine
  • 4-Methyl-2,6-dinitro-N,N-dipropylbenzenamine
  • 地乐灵 (Geleling)
Identifiers
3D model (JSmol)
ChemSpider
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UNII
  • {{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
  • InChI=1S/C13H19N3O4/c1-4-6-14(7-5-2)13-11(15(17)18)8-10(3)9-12(13)16(19)20/h8-9H,4-7H2,1-3H3
    Key: UDVZOMAEGATTSE-UHFFFAOYSA-N
  • CCCN(CCC)C1=C(C=C(C=C1[N+](=O)[O-])C)[N+](=O)[O-]
Properties
C13H19N3O4
Molar mass 281.312 g·mol−1
Appearance Yellow crystals[1]
Melting point 42 °C (108 °F; 315 K) [citation needed]
Boiling point 118 °C (244 °F; 391 K)
0.3 g/L[citation needed]
Hazards
Lethal dose or concentration (LD, LC):
Over 3600 mg/kg (rat, oral)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Dipropalin is a preëmergent dinitroaniline herbicide. It is currenctly not commercially used in western countries,[1] but may be available in China[2][unreliable source?] and used in India.[3] It has low acute toxicity.[1] It is used on turf.[1] Tests in the 1960s in the USA evaluated its performance as a trifluralin analog, where it scored the highest pre-emergent effectiveness amongst methyl-group analogs, though losing to several trifluoromethyls, such as trifluralin itself. Dipropalin's methyl group does see increased post-emergent activity, but no trifluralin analog was effective in this regard.[4]

References

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  1. ^ a b c d e Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
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  3. ^ Kukkambakam Chandra Mohan, T. Chandraiah, M. Nagaraju, & N. Y. Sreedhar. (2015). Elucidation of electrochemical reduction behavior of dinitro group containing pesticides Chlornidine, Dipropalin and Prodiamine residues in soil, water and agricultural formulations. Journal of Indian Chemical Society, Vol. 92(Apr 2015), 467–471. https://doi.org/10.5281/zenodo.5595667
  4. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
[edit | edit source]
  • Dipropalin in the Pesticide Properties DataBase (PPDB)