Chlornidine

Chlornidine is a preëmergent herbicide. It is a dinitroaniline used in China^[3] and India^[4] on soybeans, corn, cotton, sorghum, and peanuts.^[1]

Quick facts Names, Identifiers ...

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
CAS Number	26389-78-6 Y
3D model (JSmol)	Interactive image
ChemSpider	30910 N
PubChem CID	33497
UNII	734ESH36S2
CompTox Dashboard (EPA)	DTXSID8042183
InChI 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
SMILES CC1=CC(=C(C(=C1)[N+](=O)[O-])N(CCCl)CCCl)[N+](=O)[O-]
Properties
Chemical formula	C11H13Cl2N3O4
Molar mass	322.14 g·mol−1
Melting point	42[1] °C (108 °F; 315 K)
Solubility in water	0.08 ppm[2]
Solubility in ethanol	Insoluble[2]
Vapor pressure	4.8 mPa[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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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.^[5]

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.^[6]

It has been manufactured by Ansul.^[2]

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.^[7]