Dipropalin

Not to be confused with Dipropylin.

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]

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 Y
3D model (JSmol)	Interactive image
ChemSpider	15171 N
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,4-7H2,1-3H3 Key: UDVZOMAEGATTSE-UHFFFAOYSA-N
SMILES CCCN(CCC)C1=C(C=C(C=C1[N+](=O)[O-])C)[N+](=O)[O-]
Properties
Chemical formula	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)
Solubility in water	0.3 g/L[citation needed]
Hazards
Lethal dose or concentration (LD, LC):
LC50 (median concentration)	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). Infobox references