Chlornidine

Chlornidine
Names
Preferred IUPAC name
N,N-Bis(2-chloroethyl)-4-methyl-2,6-dinitroaniline
Other names
N,N-(2-Chloroethyl)-2,6-dinitro-4-methylaniline
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C11H13Cl2N3O4/c1-8-6-9(15(17)18)11(10(7-8)16(19)20)14(4-2-12)5-3-13/h6-7H,2-5H2,1H3
    Key: XKUWFOYPQIVFMM-UHFFFAOYSA-N
  • CC1=CC(=C(C(=C1)[N+](=O)[O-])N(CCCl)CCCl)[N+](=O)[O-]
Properties
C11H13Cl2N3O4
Molar mass 322.14 g·mol−1
Melting point 42 °C (108 °F; 315 K)
0.08 ppm
Solubility in ethanol Insoluble
Vapor pressure 4.8 mPa
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Chlornidine is a preemergent herbicide. It is a dinitroaniline used in China and India on soybeans, corn, cotton, sorghum, and peanuts.

It is similar to other dinitroanilines and inhibits the emergence of soybeans less than any other dinitroaniline, though it had unimpressive control of velvet-leaf and giant foxtail.

Chlornidine shares the same mode of action as other dinitroaniline herbicides such as trifluralin (see there for a detailed explanation) which involves inhibition and depolymerization of microtubule formation, effectively preventing germinating seeds' cell division.

It has been manufactured by Ansul.

Chlornidine in soil has a halflife of about 4 months, or 7 inside a greenhouse. The longer life is due to slower plant metabolism and less ventilation in the greenhouse.