Methalpropalin

Methalpropalin
Names
	Preferred IUPAC name N-(2-Methylprop-2-enyl)-2,6-dinitro-N-propyl-4-(trifluoromethyl)aniline
	Other names α,α,α-trifluoro-N-(2-methylallyl)-2,6-dinitro-N-propyl-p-toluidine; N-(2-methyl-2-propen-1-yl)-2,6-dinitro-N-propyl-4-(trifluoromethyl)benzenamine;
Identifiers
CAS Number	57801-46-4;
3D model (JSmol)	Interactive image;
ChemSpider	13417807;
PubChem CID	18430308;
UNII	0YA9239SJ6;
CompTox Dashboard (EPA)	DTXSID60206501 ;
	InChI InChI=1S/C14H16F3N3O4/c1-4-5-18(8-9(2)3)13-11(19(21)22)6-10(14(15,16)17)7-12(13)20(23)24/h6-7H,2,4-5,8H2,1,3H3 Key: DRWWMFAZIDKURY-UHFFFAOYSA-N;
	SMILES CCCN(CC(=C)C)C1=C(C=C(C=C1[N+](=O)[O-])C(F)(F)F)[N+](=O)[O-];
Properties
Chemical formula	C14H16F3N3O4
Molar mass	347.294 g·mol−1
Density	1.325 t/m3 (predicted)
Boiling point	383 °C (721 °F; 656 K) Predicted
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Methalpropalin is a dinitroaniline herbicide used to control broad-leaf weeds.

Research samples of methalpropalin have been formulated prior to 1977 by Lilly Research Laboratories.

Methalpropalin's mode of action is to disrupt microtubule formation; this makes its HRAC classification Group D (Australia), Group K1 (global) and Group 3 (numeric).

Little study has been done on methalpropalin.

References

1 2 "N-(2-Methyl-2-propenyl)-2,6-dinitro-N-propyl-4-trifluoromethylaniline CAS#: 57801-46-4". m.chemicalbook.com. Archived from the original on 26 April 2025. Retrieved 3 March 2025.
↑ Choudhury PP, Singh R, Ghosh D and Sharma AR (2016), Herbicide Use in Indian Agriculture (PDF), ICAR - Directorate of Weed Research, Jabalpur, Madhya Pradesh, p. 110, archived from the original (PDF) on 7 October 2024, retrieved 3 March 2025{{citation}}: CS1 maint: multiple names: authors list (link)
↑ Thriveni, T.; Kumar, J. Rajesh; Lee, Jin Young; Sreedhar, N. Y. (April 2009). "Study of the voltammetric behaviour of the ethalfluralin and methalpropalin and its determination in environmental matrices at hanging mercury drop electrode". Environmental Monitoring and Assessment. 151 (1–4): 9–18. Bibcode:2009EMnAs.151....9T. doi:10.1007/s10661-008-0283-9. PMID 18386143.
↑ Devlin, Robert M.; Karczmarczyk, Stanislaw J. (1977). "Influence of GA and SADH on Naptalam Uptake by Wheat and Soybean Seedlings". Weed Science. 25 (2): 142–144. Bibcode:1977WeedS..25..142D. doi:10.1017/S0043174500033129. ISSN 0043-1745. JSTOR 4042824.
↑ Giglio, Anita; Vommaro, Maria Luigia (1 November 2022). "Dinitroaniline herbicides: a comprehensive review of toxicity and side effects on animal non-target organisms". Environmental Science and Pollution Research. 29 (51): 76687–76711. doi:10.1007/s11356-022-23169-4. PMC 9581837. Retrieved 5 February 2026.