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
CAS Number	26389-78-6 ;
3D model (JSmol)	Interactive image;
ChemSpider	30910 ;
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 °C (108 °F; 315 K)
Solubility in water	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^[3] and India^[4] on soybeans, corn, cotton, sorghum, and peanuts.^[1]

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 which involves inhibition and depolymerization of microtubule formation, effectively preventing germinating seeds' cell division.^[6]

It has been manufactured by Ansul.^[2]

References

^ ^a ^b ^c "CAS:26389-78-6|氯乙地乐灵_爱化学". www.ichemistry.cn.
^ ^a ^b ^c Huffman, J. B.; Camper, N. D. (1978). "Growth Inhibition in Tobacco (Nicotiana tabacum) Callus by 2,6-Dinitroaniline Herbicides and Protection by D-α-Tocopherol Acetate". Weed Science. 26 (6): 527–530. doi:10.1017/S0043174500064468.
^ "chlornidine". Compendium of Pesticide Common Names.
^ Kukkambakam Chandra Mohan; T. Chandraiah; M. Nagaraju; N. Y. Sreedhar (1 April 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. 92: 467–471. doi:10.5281/zenodo.5595667.
^ Harvey, R. G. (1973). "Field Comparison of Twelve Dinitroaniline Herbicides". Weed Science. 21 (6): 512–516. doi:10.1017/S0043174500032379.
^ 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. Bibcode:2022ESPR...2976687G. doi:10.1007/s11356-022-23169-4. PMC 9581837. PMID 36175724.

[china-1] "CAS:26389-78-6|氯乙地乐灵_爱化学". www.ichemistry.cn.

[foobar-2] Huffman, J. B.; Camper, N. D. (1978). "Growth Inhibition in Tobacco (Nicotiana tabacum) Callus by 2,6-Dinitroaniline Herbicides and Protection by D-α-Tocopherol Acetate". Weed Science. 26 (6): 527–530. doi:10.1017/S0043174500064468.

[3] "chlornidine". Compendium of Pesticide Common Names.

[4] Kukkambakam Chandra Mohan; T. Chandraiah; M. Nagaraju; N. Y. Sreedhar (1 April 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. 92: 467–471. doi:10.5281/zenodo.5595667.

[5] Harvey, R. G. (1973). "Field Comparison of Twelve Dinitroaniline Herbicides". Weed Science. 21 (6): 512–516. doi:10.1017/S0043174500032379.

[6] 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. Bibcode:2022ESPR...2976687G. doi:10.1007/s11356-022-23169-4. PMC 9581837. PMID 36175724.

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