Clopyralid

TC & FORMULATION: 95%TC, 75%WDG, 337G/L SL

Structure Formula: 

NOMENCLATURE

clopyralid

Common name clopyralid (BSI, ANSI, draft E-ISO, (m) draft F-ISO); 3,6-dichloropicolinic acid (WSSA, Canada, Finland and, until 1984, BSI; name accepted in lieu of a common name); acide dichloro-3,6 picolinique (France and, until 1984, F-ISO; name accepted in lieu of a common name)

IUPAC name 3,6-dichloropyridine-2-carboxylic acid 

Chemical Abstracts name 3,6-dichloro-2-pyridinecarboxylic acid 

Other names 3,6-DCP  CAS RN [1702-17-6]  EEC no. 216-935-4

PHYSICAL CHEMISTRY

clopyralid

Mol. wt. 192.0  M.f. C6H3Cl2NO2  Form Colourless crystals.  M.p. 151-152 ºC  V.p. 1.33 mPa (pure, 24 ºC); 1.36 mPa (tech., 25 ºC)  KOW logP = -1.81 (pH 5), -2.63 (pH 7), -2.55 (pH 9), 1.07 (unionised, 25 °C)  Henry 3.28 ´ 10-10 Pa m3 mol-1 (20 °C, unbuffered water)  S.g./density 1.57 (20 ºC)  Solubility Pure (99.2%) 7.85 (in distilled water), 118 (pH 5), 143 (pH 7), 157 (pH 9) (all in g/l, 20 ºC). In acetonitrile 121, n-hexane 6, methanol 104 (all in g/kg). Forms water-soluble salts, for example potassium, solubility >300 g/l (25 ºC).  Stability Decomposes above m.p. Stable in acidic media and to light; on hydrolysis, DT50 >30 d at pH range 5-9 (25 ºC) in sterile water.  pKa 2  F.p. No flashing exhibited in ignition test 

APPLICATIONS

Biochemistry Synthetic auxin (acting like indolylacetic acid).  Mode of action Selective systemic herbicide, absorbed by the leaves and roots, with translocation both acropetally and basipetally, and accumulation in meristematic tissue. Exhibits an auxin-type reaction. Acts on cell elongation and respiration.  Uses Post-emergence control of many annual and perennial broad-leaved weeds of the families Polygonaceae, Compositae, Leguminosae, and Umbelliferae, in sugar beet, fodder beet, oilseed rape, maize, cereals, brassicas, onions, leeks, strawberries and flax (at 70-300 g a.e./ha), and in grassland and non-crop land (at 300-560 g a.e./ha). Provides particularly good control of creeping thistle (Cirsium arvense), perennial sow-thistle, coltsfoot, mayweeds, and Polygonum spp. Phytotoxicity Good crop tolerance of graminaceous, cruciferous and chenopodiaceous crops.  Formulation types SG; SL.

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