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[1] °C (108 °F; 315 K)
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).
Not to be confused with clonidine, a drug.

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]

  1. ^ a b c "CAS:26389-78-6|氯乙地乐灵_爱化学". www.ichemistry.cn.
  2. ^ 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.
  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.