Chlornidine

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Chlornidine
Chlornidine v2.svg
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
PubChem CID
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).

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]

Related Research Articles

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<span class="mw-page-title-main">Aclonifen</span> Chemical compound

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<span class="mw-page-title-main">Nitralin</span> Weed control herbicide

Nitralin is a selective pre-emergent dinitroaniline herbicide that is closely related to trifluralin, and released two years later in 1966. Today it is largely obsolete. It was used in the USA, France and Australia to control annual grasses and broad-leaved weeds, and was applied on vines, crops and turf.

<span class="mw-page-title-main">Profluralin</span> Chemical compound

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<span class="mw-page-title-main">Butralin</span> Weed control herbicide

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<span class="mw-page-title-main">Isopropalin</span> Weed control herbicide

Isopropalin is a herbicide. Introduced in 1969, it is a preëmergent selective dinitroaniline to control annual grasses and broadleaf weeds. Brought by DowElanco in 1972 to the US and Australia, it is now considered obsolete. In 1974, American farmers used 250,000 pounds (110,000 kg) of isopropalin.

<span class="mw-page-title-main">Dinitramine</span> Weed control herbicide

Dinitramine is a preëmergent dinitroaniline herbicide incorporated into soil to control weeds for months after. It is no longer approved in the U.S.A., and is not in the European Union, though in Iran it has been used to control annual grasses and broadleaf weeds in cotton and soybeans, as it was in the U.S. as of 1975, where it was also used on sunflower.

References

  1. 1 2 3 "CAS:26389-78-6|氯乙地乐灵_爱化学". www.ichemistry.cn.
  2. 1 2 3 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.