Introduction to Herbicides
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Weed Management INTRODUCTION TO HERBICIDES Jay G. Varshney and Shobha Sondhia National Research Centre for Weed Science (Indian Council of Agricultural Research) Maharajpur, Jabalpur-482004 (M.P), India INTRODUCTION Herbicides are the chemicals which are employed to kill or control vegetation. Common salt, ash, smelter waste etc. have been used for centuries to control weeds, but selective control of weeds in agriculture was first conceived in 1896 in France, when Bordeaux mixture sprayed on grapevines for protecting it from downy mildew damaged certain broadleaf weeds. Soon it was found that cupper sulfate present in the Bordeaux mixture was responsible for its weed killing effect. Herbicides are the fastest growing class in recent year. Between 1989 and 1908 several other inorganic salts such as sodium chlorate, carbon bisulfide, sodium arsenite, kainite, calcium cynamide and sulfuric acid were developed foe non-selective control of perennial weeds. Between 1930 to 1940 some boron compounds, thiocyanates, Dinitrophenols, ammonium sulfate and certain mineral salts were developed for selective and non-selective weed control. The discovery of the herbicidal activity of 2, 4-D (2, 4-dichlorophenoxyacetic acid) first synthesized in 1941, triggered the development of modern herbicide technology. 2, 4-D proved to be an outstanding herbicide. The commercial success of 2, 4-D led to the development of other herbicides such as MCPA, silvex and 2, 4, 5-T, phenylurea herbicides such as monuron and linuron. It was during the 1950s and 1960s that the modern practices of using relatively low rates of synthetic herbicides for selective weed control in field crops was adopted in developed countries of the world. The introduction of glyphosate a non-selective herbicide in the late 1970’s provided outstanding control of most perennial grasses and many perennial broadleaf weeds. In modern herbicide development, the discovery of novel organic compounds that exhibit phytotoxic properties often lead to the synthesis of related compounds, where chemist attempts to optimize herbicidal activity of the original compound by altering or modifying its chemical structure. Herbicide development in the 1980s was marked by the introduction of selective post-emergence treatments in major crops such as sulfonylureas, imidazolinones and aryloxy phenoxy propionate not only provide excellent selectivity but are used at extremely low dosage. Consequently there are often several herbicides developed within a chemical family that are structurally related and have essentially the same mode of action in plants. However, it cannot be stated exclusively that all members of a chemical family have the same mode of action, as there are a few notable exceptions (Zimdhal, 1993). Herbicides within a chemical family also often vary in selectivity, a result of physico-chemical differences that cause them to behave differently in the soil or plant system. CLASSIFICATION OF HERBICIDES Every herbicide is named in three ways, i) chemical name to describe its chemical structure. The chemical constituent that makes up the herbicide active ingredient can be determined and similarities to other chemicals can be found in this way. ii) trade name to distinguish it from other products and assists in its sale iii) common name, herbicides are manufactured by several companies and each give its product a different trade name. To avoid confusion herbicide also preferred by common name by the Weed Science Society of America. This common name refers to all herbicide products that have the same active ingredients. Herbicides most often are classified according to 1) chemical structure 2) use and 3) effect on plants. Herbicides are also classified according to toxicity or hazard level (Zimdhal, 1993). 2 (A) Classification systems based on chemical structure Classification systems based on chemical structure catalog herbicides by chemical similarities. This classification system is used in the Weed Science Society of America (WSSA). Herbicide Handbook (1994), which provides a brief description of the various herbicides that are used in United States. The primary use, formulations, water solubility and acute oral toxicity for each herbicide is usually provided by this method of classification. Frequently herbicides of the same chemical group have common physiological characteristics that allow on to predict how a new herbicide of the group may be used. Minor difference in chemical structure often led to significant difference in selectivity. Herbicides chemical classification based on carbon atoms is listed below. (1) Inorganic herbicides AMS Copper sulfate Borate (metal) Copper-triethanolamine Borate (octal) Hexaflurate Borax Potassium azide Calcium cynamide Sodium azide Copper chelate Sodium chlorate Copper-ethylenediamine Sulfuric acid (2) Organic herbicides (i) Aliphatics A. Chlorinated acids Dalapon TCA B. Organic arsenicals Cacodylic acid MSMA DSMA MAMA MAA C. Others Acrolein Methyl bromide Allyl alcohol Glyphosate (ii) Amides A. Chloroacetamides Alachlor Metolachlor Butachlor Propachlor CDAA Terbuchlor Dimethenamid B. Other Benzadox Napropamide Butam Naplatam Cisanilide Propanamide Dipheninamid Propanil 3 (iii) Aryloxy phenoxy propionate Diclofop Haloxyfop-P Fenoxaprop-P Quizalofop-P Fluazifop-p (iv) Benzoics Chloramben Dicamba PBA 2,3,6-TBA (v) Bipyridiliums Diquat Paraquat (vi) Carbamates Asulam Desmedipham Barban Phenmedipham Chlorpropham Propham (vi) Cyclohexanedione Sethoxydim Clethodim Tralkoxydim Cycloxidim (vii) Dinitroanilines Benfin Nitralin Butralin Oryzalin Dinitramine Pendimethalin Ethalfluralin Prodiamine Fluchloralin Profluralin Isoproturon Prosulfalin Trifluralin (viii) Diphenyl Ethers Acifluorfen Nitrofen Bifenox Nitrofluorfen Fluorodifen Oxyfluorfen Lactofen Fomesafen (ix) Imidazolines Buthidazole Imazamethabenz Imazapyr Imazaquin 4 Imazamox imazethapyr Imazapic (x) Isoxazolidinones Clomazone (xi) Nitriles Bromoxynil Ioxynil Dichlobencil (xii) Oxadiazoles Oxadiazon (xiii) Oxadiazolides Methazole (xiv) Phenols Dinoseb, PCP (xv) Phenoxy acids 2,4-D MCPB 2,4-D, B Dichlorprop 2,4,5-T Mecoprop MCPA Silvex (xvi) N-phenylphthalamides Flumiclorac (xvii) Phenylpyridazones Sulfentrazone (xviii) Phthalamates Naptalam (xix) Pyrazoliums Difenzoquat, Metflurazon Norflurazon (xx) Picolinic acids Picloram Clopyralid 5 Triclopyr (xxi) Pyridines Dithiopyr Pyrithiobac Fluridone Thiazopyr (xxii) Quinolines Quinclorac (xxiii) Sulfonylureas Bensulfuron Primisulfuron Chlorimuron Prosulfuron Chlorsulfuron Sulfometuron Halosulfuron Sulfosulfuron Metsulfuron Triasulfuron Nicosulfuron Tribenuron Rimsulfuron Trifensulfuron (xxiv) Thiocarbamates Butylate Metham Cyclorate Pebulate CDEC Triallate Diallate Thiobencarb EPTC Vernolate Molinate (xxv) Triazolopyrimidine sulfonamide Flumetsulam Cloransulam (xxvi) Triazolinones Pyridates (xxvii) Triazines Ametryn Prometryne Atrazine Propazine Cyanazine Secbumeton Cyprazine Simazine Desmetryn Simetryne Dipropetryn Terbuthylazine Procyanzine Terbutryne Prometon Metribuzin (xxiv) Uracil Bromacil Terbacil 6 Lenacil (xxv) Ureas Chlorobromuron Linuron Chloroxuron Monolinuron Cycluron Monuron Diuron MonuronTCA Fenuron Neburon FenuronTCA Norea Fluometuron Siduron Karbutilate Tebuthiuron (xxvi) Unclassified Amitrole Diethatyl Anilofos Endothall Benazolin Fenac Bensuilide Flurenol Bentazon MH Bulab Perfluidone Chlorflurrenol Pyrazon DCPA Vorlex 3,6-Dichloropicolinic acid (B) Classification based on use On the basis of the effects produced by the herbicides these are grouped broadly into selective or non-selective herbicides. Selective herbicides are chemicals that suppress or kill certain weeds without significantly injuring an associated crop or other desirable plant species. Usually some weeds are not injured by selective herbicides. Non-selective herbicide, suppress a wide range of vegetation. Based on the method of application, herbicides are categorized into two main groups: soil applied and foliage applied herbicides. Soil applied before planting, before crop or weed emergence, or after the plants emerge in specific situation. These times of herbicides application are referred to as pre-plant, pre-emergence or post-emergence respectively. Soil applied herbicides must be moved into the soil profile by water or mechanical incorporation to be effective because some of the herbicide are volatile or photodecomposible, example trifluralin. Movement in soil is an important factor that influences herbicide persistence and fate. The physiological activity of soil applied herbicides depends on the degree of inherent plant tolerance, the location of the herbicide in the soil, and depth of plant roots. Some soil applied herbicides are applied as bands, either over or between crop rows to enhance selectivity and decrease costs of application. Herbicides applied as post-emergence are included in foliage applied herbicides. Some herbicides, either by their rapid action or limited movement, injure only the portion of the plant actually touched or contacted by the chemical or spray solution and are called contact herbicides. Herbicides in this category are usually applied to foliage (McHenry and Norris 1972). Paraquat, bromoxynil and dinoseb are examples of foliage applied contact herbicides. In some cases, herbicides may be directed away from crops or applied in 7 shields to minimize foliage exposures to these chemicals. Some plant applied and many foliage herbicides move or translocate in treated plants. Herbicides of this type often effectively suppress root, rhizome or