Misplaced Pages

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
CAS Number	1918-08-7
3D model (JSmol)	Interactive image
ChemSpider	15171
PubChem CID	15966
UNII	389074G62J
CompTox Dashboard (EPA)	DTXSID1041895
InChI 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,4-7H2,1-3H3Key: UDVZOMAEGATTSE-UHFFFAOYSA-N
SMILES CCCN(CCC)C1=C(C=C(C=C1(=O))C)(=O)
Properties
Chemical formula	C13H19N3O4
Molar mass	281.312 g·mol
Appearance	Yellow crystals
Melting point	42 °C (108 °F; 315 K)
Boiling point	118 °C (244 °F; 391 K)
Solubility in water	0.3 g/L
Hazards
Lethal dose or concentration (LD, LC):
LC50 (median concentration)	Over 3600 mg/kg (rat, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Dipropalin is a preëmergent dinitroaniline herbicide. It is currenctly not commercially used in western countries, but may be available in China and used in India. It has low acute toxicity. It is used on turf. 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.

References

1. ^ Lewis, Kathleen A.; Tzilivakis, John; Warner, Douglas J.; Green, Andrew (2016-05-18). "An international database for pesticide risk assessments and management". Human and Ecological Risk Assessment. 22 (4): 1050–1064. Bibcode:2016HERA...22.1050L. doi:10.1080/10807039.2015.1133242. hdl:2299/17565. ISSN 1080-7039.
2. "地乐灵详细信息_百度知道". zhidao.baidu.com.
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. Gentner, W. A. (1966). "Herbicidal Properties of Trifluralin Analogs". Weeds. 14 (2): 176–178. doi:10.2307/4040959. JSTOR 4040959.

Links

• Dipropalin in the Pesticide Properties DataBase (PPDB)

• Preemergent herbicides
• Nitrotoluene derivatives
• Anilines
• Herbicides