Synergistic weed control from applications of pyridine carboxylic acid herbicides and als inhibitors

Abstract

Disclosed herein are herbicidal compositions comprising a herbicidally effective amount of (a) a pyridine carboxylic acid herbicide or an agriculturally acceptable N-oxide, salt, or ester thereof, and (b) an acetolactate synthase (ALS) inhibitor or an agriculturally acceptable salt or ester thereof. Also disclosed herein are methods of controlling undesirable vegetation which comprise applying to vegetation or an area adjacent the vegetation or applying to soil or water to prevent the emergence or growth of vegetation (a) a pyridine carboxylic acid herbicide or an agriculturally acceptable N-oxide, salt, or ester thereof, and (b) an acetolactate synthase (ALS) inhibitor or an agriculturally acceptable salt or ester thereof, wherein (a) and (b) are each added in an amount sufficient to provide a herbicidal effect.

1 . A herbicidal composition comprising a herbicidally effective amount of (a) a pyridine carboxylic acid herbicide or an agriculturally acceptable N-oxide, salt, or ester thereof, and (b) an acetolactate synthase (ALS) inhibitor or an agriculturally acceptable salt or ester thereof, wherein the weight ratio of (a) in grams acid equivalent (g ae) to (b) in grams active ingredient (g ai) is from 1:400 to 10:1,
 wherein the pyridine carboxylic acid herbicide comprises a compound defined by Formula (I)   
       
         
           
           
               
               
           
         
       
       wherein
 X is N or CY, wherein Y is hydrogen, halogen, C 1 -C 3  alkyl, C 1 -C 3  haloalkyl, C 1 -C 3  alkoxy, C 1 -C 3  haloalkoxy, C 1 -C 3  alkylthio or C 1 -C 3  haloalkylthio; 
 R 1  is OR 1′  or NR 1″ R 1′″ , wherein R 1′  is hydrogen, C 1 -C 8  alkyl, or C 7 -C 10  arylalkyl, and R 1″  and R 1′″  are independently hydrogen, C 1 -C 12  alkyl, C 3 -C 12  alkenyl, or C 3 -C 12  alkynyl; 
 R 2  is halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, C 2 -C 4  alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 4  alkoxy, C 1 -C 4  haloalkoxy, C 1 -C 4  alkylthio, C 1 -C 4  haloalkylthio, amino, C 1 -C 4  alkylamino, C 2 -C 4  haloalkylamino, formyl, C 1 -C 3  alkylcarbonyl, C 1 -C 3  haloalkylcarbonyl, cyano, or a group of the formula —CR 17 ═CR 18 —SiR 19 R 20 R 21 , wherein R 17  is hydrogen, F, or Cl; R 18  is hydrogen, F, Cl, C 1 -C 4  alkyl, or C 1 -C 4  haloalkyl; and R 19 , R 20 , and R 21  are independently C 1 -C 10  alkyl, C 3 -C 6  cycloalkyl, phenyl, substituted phenyl, C 1 -C 10  alkoxy, or OH; 
 R 3  and R 4  are independently hydrogen, C 1 -C 6  alkyl, C 1 -C 6  haloalkyl, C 3 -C 6  alkenyl, C 3 -C 6  haloalkenyl, C 3 -C 6  alkynyl, formyl, C 1 -C 3  alkylcarbonyl, C 1 -C 3  haloalkylcarbonyl, C 1 -C 6  alkoxycarbonyl, C 1 -C 6  alkylcarbamyl, C 1 -C 6  alkylsulfonyl, C 1 -C 6  trialkylsilyl, C 1 -C 6  dialkylphosphonyl, or R 3  and R 4  taken together with N is a 5- or 6-membered saturated ring, or R 3  and R 4  taken together represent ═CR 3′ (R 4′ ), wherein R 3′  and R 4′  are independently hydrogen, C 1 -C 6  alkyl, C 3 -C 6  alkenyl, C 3 -C 6  alkynyl, C 1 -C 6  alkoxy or C 1 -C 6  alkylamino, or, R 3′  and R 4′  taken together with ═C represent a 5- or 6-membered saturated ring; 
 A is one of groups A1 to A36 
 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         R 5 , if applicable to the A group, is hydrogen, halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, cyclopropyl, halocyclopropyl, C 2 -C 4  alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 3  alkoxy, C 1 -C 3  haloalkoxy, C 1 -C 3  alkylthio, C 1 -C 3  haloalkylthio, amino, C 1 -C 4  alkylamino, C 2 -C 4  haloalkylamino, OH, or CN; 
         R 6 , R 6′ , and R 6″ , if applicable to the A group, are independently hydrogen, halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, cyclopropyl, halocyclopropyl, C 2 -C 4  alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 3  alkoxy, C 1 -C 3  haloalkoxy, C 1 -C 3  alkylthio, C 1 -C 3  haloalkylthio, amino, C 1 -C 4  alkylamino or C 2 -C 4  haloalkylamino, OH, CN, or NO 2 ; 
         R 7  and R 7′  are independently hydrogen, halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, cyclopropyl, halocyclopropyl, C 2 -C 4  alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 3  alkoxy, C 1 -C 3  haloalkoxy, C 1 -C 3  alkylthio, C 1 -C 3  haloalkylthio, amino, C 1 -C 4  alkylamino, C 1 -C 4  haloalkylamino, or phenyl; 
         R 8  is hydrogen, C 1 -C 6  alkyl, C 1 -C 6  haloalkyl, C 3 -C 6  alkenyl, C 3 -C 6  haloalkenyl, C 3 -C 6  alkynyl, formyl, C 1 -C 3  alkylcarbonyl, C 1 -C 3  haloalkylcarbonyl, C 1 -C 6  alkoxycarbonyl, C 1 -C 6  alkylcarbamyl, C 1 -C 6  alkylsulfonyl, C 1 -C 6  trialkylsilyl, or phenyl; 
         or an agriculturally acceptable N-oxide or salt thereof. 
       
     
     
         2 . The composition of  claim 1 , wherein the pyridine carboxylic acid herbicide comprises a compound defined by Formula (II) 
       
         
           
           
               
               
           
         
       
       wherein
 R 1  is OR 1′  or NR 1″ R 1′″ , wherein R 1′  is hydrogen, C 1 -C 8  alkyl, or C 7 -C 10  arylalkyl, and R 1″  and R 1′″  are independently hydrogen, C 1 -C 12  alkyl, C 3 -C 12  alkenyl, or C 3 -C 12  alkynyl; 
 R 2  is halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, C 2 -C 4  alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 4  alkoxy, C 1 -C 4  haloalkoxy, C 1 -C 4  alkylthio, C 1 -C 4  haloalkylthio, amino, C 1 -C 4  alkylamino, C 2 -C 4  haloalkylamino, formyl, C 1 -C 3  alkylcarbonyl, C 1 -C 3  haloalkylcarbonyl, cyano, or a group of the formula —CR 17 ═CR 18 —SiR 19 R 20 R 21 , wherein R 17  is hydrogen, F, or Cl; R 18  is hydrogen, F, Cl, C 1 -C 4  alkyl, or C 1 -C 4  haloalkyl; and R 19 , R 20 , and R 21  are independently C 1 -C 10  alkyl, C 3 -C 6  cycloalkyl, phenyl, substituted phenyl, C 1 -C 10  alkoxy, or OH; 
 R 3  and R 4  are independently hydrogen, C 1 -C 6  alkyl, C 1 -C 6  haloalkyl, C 3 -C 6  alkenyl, C 3 -C 6  haloalkenyl, C 3 -C 6  alkynyl, formyl, C 1 -C 3  alkylcarbonyl, C 1 -C 3  haloalkylcarbonyl, C 1 -C 6  alkoxycarbonyl, C 1 -C 6  alkylcarbamyl, C 1 -C 6  alkylsulfonyl, C 1 -C 6  trialkylsilyl, C 1 -C 6  dialkylphosphonyl, or R 3  and R 4  taken together with N is a 5- or 6-membered saturated ring, or R 3  and R 4  taken together represent ═CR 3′ (R 4′ ), wherein R 3′  and R 4′  are independently hydrogen, C 1 -C 6  alkyl, C 3 -C 6  alkenyl, C 3 -C 6  alkynyl, C 1 -C 6  alkoxy or C 1 -C 6  alkylamino, or, R 3′  and R 4′  taken together with ═C represent a 5- or 6-membered saturated ring; 
 A is A1, A2, A3, A4, A5, A6, A7, A8, A9, A10, A11, A12, A13, A14, A15, A16, A17, A18, A19, A20, A21, A22, A23, A24, A25, A26, A27, A28, A29, A30, A31, A32, A33, A34, A35, or A36; 
 R 5  is hydrogen, halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, cyclopropyl, halocyclopropyl, C 2 -C 4  alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 3  alkoxy, C 1 -C 3  haloalkoxy, C 1 -C 3  alkylthio, C 1 -C 3  haloalkylthio, amino, C 1 -C 4  alkylamino, C 2 -C 4  haloalkylamino, OH, or CN; 
 R 6 , R 6′ , and R 6″  are independently hydrogen, halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, cyclopropyl, halocyclopropyl, C 2 -C 4  alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 3  alkoxy, C 1 -C 3  haloalkoxy, C 1 -C 3  alkylthio, C 1 -C 3  haloalkylthio, amino, C 1 -C 4  alkylamino or C 2 -C 4  haloalkylamino, OH, CN, or NO 2 ; 
 R 7  and R 7′  are independently hydrogen, halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, cyclopropyl, halocyclopropyl, C 2 -C 4  alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 3  alkoxy, C 1 -C 3  haloalkoxy, C 1 -C 3  alkylthio, C 1 -C 3  haloalkylthio, amino, C 1 -C 4  alkylamino, C 2 -C 4  haloalkylamino, or phenyl; and 
 R 8  is hydrogen, C 1 -C 6  alkyl, C 1 -C 6  haloalkyl, C 3 -C 6  alkenyl, C 3 -C 6  haloalkenyl, C 3 -C 6  alkynyl, formyl, C 1 -C 3  alkylcarbonyl, C 1 -C 3  haloalkylcarbonyl, C 1 -C 6  alkoxycarbonyl, C 1 -C 6  alkylcarbamyl, C 1 -C 6  alkylsulfonyl, C 1 -C 6 trialkylsilyl, or phenyl; 
 or an agriculturally acceptable N-oxide or salt thereof. 
 
     
     
         3 . The composition of  claim 2 , wherein
 R 1  is OR 1′ , wherein R 1′  is hydrogen, C 1 -C 8  alkyl, or C 7 -C 10  arylalkyl;   R 2  is halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, C 2 -C 4 -alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 4 -alkoxy, C 1 -C 4  haloalkoxy, C 1 -C 4  alkylthio, or C 1 -C 4  haloalkylthio;   R 3  and R 4  are hydrogen, C 1 -C 6  alkyl, C 1 -C 6  haloalkyl, C 3 -C 6  alkenyl, C 3 -C 6  haloalkenyl, C 3 -C 6  alkynyl, formyl, C 1 -C 3  alkylcarbonyl, C 1 -C 3  haloalkylcarbonyl, or R 3  and R 4  taken together represent ═CR 3′ (R 4′ ), wherein R 3′  and R 4′  are independently hydrogen, C 1 -C 6  alkyl, C 3 -C 6  alkenyl, C 3 -C 6  alkynyl, C 1 -C 6  alkoxy or C 1 -C 6  alkylamino;   A is A1, A2, A3, A7, A8, A9, A10, A11, A12, A13, A14, A15, A21, A22, A23, A24, A27, A28, A29, A30, A31, or A32;   R 5  is hydrogen, halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, C 2 -C 4  alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 3  alkoxy, C 1 -C 3  haloalkoxy, C 1 -C 3  alkylthio, C 1 -C 3  haloalkylthio, amino, C 1 -C 4  alkylamino, or C 2 -C 4  haloalkylamino;   R 6 , R 6′ , and R 6″  are independently hydrogen, halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, cyclopropyl, halocyclopropyl, C 2 -C 4  alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 3  alkoxy, C 1 -C 3  haloalkoxy, CN, or NO 2 ;   R 7  and R 7′  are independently hydrogen, halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, C 1 -C 3  alkoxy, C 1 -C 3  haloalkoxy, C 1 -C 3  alkylthio, cyclopropyl, amino or C 1 -C 4  alkylamino; and   R 8  is hydrogen, C 1 -C 6  alkyl, C 1 -C 4  haloalkyl, C 3 -C 6  alkenyl, C 3 -C 6  haloalkenyl, formyl, C 1 -C 3  alkylcarbonyl, C 1 -C 3  haloalkylcarbonyl, C 1 -C 6  alkoxycarbonyl, or C 1 -C 6  alkylcarbamyl.   
     
     
         4 . The composition of  claim 1 , wherein the pyridine carboxylic acid herbicide comprises a compound defined by Formula (III): 
       
         
           
           
               
               
           
         
       
       wherein
 X is N or CY, wherein Y is hydrogen, halogen, C 1 -C 3  alkyl, C 1 -C 3  haloalkyl, C 1 -C 3  alkoxy, C 1 -C 3  haloalkoxy, C 1 -C 3  alkylthio or C 1 -C 3  haloalkylthio; 
 R 1  is OR 1′  or NR 1″ R 1′″ , wherein R 1′  is hydrogen, C 1 -C 8  alkyl, or C 7 -C 10  arylalkyl, and R 1″  and R ′″  are independently hydrogen, C 1 -C 12  alkyl, C 3 -C 12  alkenyl, or C 3 -C 12  alkynyl; 
 R 2  is halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, C 2 -C 4  alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 4  alkoxy, C 1 -C 4  haloalkoxy, C 1 -C 4  alkylthio, C 1 -C 4  haloalkylthio, amino, C 1 -C 4  alkylamino, C 2 -C 4  haloalkylamino, formyl, C 1 -C 3  alkylcarbonyl, C 1 -C 3  haloalkylcarbonyl, cyano, or a group of the formula —CR 17 ═CR 18 —SiR 19 R 20 R 21 , wherein R 17  is hydrogen, F, or Cl; R 18  is hydrogen, F, Cl, C 1 -C 4  alkyl, or C 1 -C 4  haloalkyl; and R 19 , R 20 , and R 21  are independently C 1 -C 10  alkyl, C 3 -C 6  cycloalkyl, phenyl, substituted phenyl, C 1 -C 10  alkoxy, or OH; 
 R 3  and R 4  are independently hydrogen, C 1 -C 6  alkyl, C 1 -C 6  haloalkyl, C 3 -C 6  alkenyl, C 3 -C 6  haloalkenyl, C 3 -C 6  alkynyl, formyl, C 1 -C 3  alkylcarbonyl, C 1 -C 3  haloalkylcarbonyl, C 1 -C 6  alkoxycarbonyl, C 1 -C 6  alkylcarbamyl, C 1 -C 6  alkylsulfonyl, C 1 -C 6  trialkylsilyl, C 1 -C 6  dialkylphosphonyl, or R 3  and R 4  taken together with N is a 5- or 6-membered saturated ring, or R 3  and R 4  taken together represent ═CR 3′ (R 4′ ), wherein R 3′  and R 4′  are independently hydrogen, C 1 -C 6  alkyl, C 3 -C 6  alkenyl, C 3 -C 6  alkynyl, C 1 -C 6  alkoxy or C 1 -C 6  alkylamino, or, R 3′  and R 4′  taken together with ═C represent a 5- or 6-membered saturated ring; 
 R 6  and R 6′  are independently hydrogen, halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, cyclopropyl, halocyclopropyl, C 2 -C 4  alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 3  alkoxy, C 1 -C 3  haloalkoxy, C 1 -C 3  alkylthio, C 1 -C 3  haloalkylthio, amino, C 1 -C 4  alkylamino or C 2 -C 4  haloalkylamino, OH, CN, or NO 2 ; 
 R 7  and R 7′  are independently hydrogen, halogen, C 1 -C 4  alkyl, C 1 -C 4  haloalkyl, cyclopropyl, halocyclopropyl, C 2 -C 4  alkenyl, C 2 -C 4  haloalkenyl, C 2 -C 4  alkynyl, C 1 -C 3  alkoxy, C 1 -C 3  haloalkoxy, C 1 -C 3  alkylthio, C 1 -C 3  haloalkylthio, amino, C 1 -C 4  alkylamino, C 2 -C 4  haloalkylamino, or phenyl; and 
 R 8  is hydrogen, C 1 -C 6  alkyl, C 1 -C 6  haloalkyl, C 3 -C 6  alkenyl, C 3 -C 6  haloalkenyl, C 3 -C 6  alkynyl, formyl, C 1 -C 3  alkylcarbonyl, C 1 -C 3  haloalkylcarbonyl, C 1 -C 6  alkoxycarbonyl, C 1 -C 6  alkylcarbamyl, C 1 -C 6  alkylsulfonyl, C 1 -C 6  trialkylsilyl, or phenyl; 
 or an agriculturally acceptable N-oxide or salt thereof. 
 
     
     
         5 . The composition of  claim 1 , wherein the pyridine carboxylic acid herbicide comprises one of the following: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         6 . The composition of  claim 1 , wherein the pyridine carboxylic acid herbicide comprises 
       
         
           
           
               
               
           
         
       
     
     
         7 . The composition of  claim 1 , wherein (b) comprises a triazolopyrimidine sulfonamide herbicide. 
     
     
         8 . The composition of  claim 7 , wherein the triazolopyrimidine sulfonamide herbicide is selected from the group consisting of florasulam, cloransulam, diclosulam, flumetsulam, metosulam, penoxsulam, pyroxsulam, agriculturally acceptable salts and esters thereof, and combinations thereof. 
     
     
         9 . The composition of  claim 8 , wherein the weight ratio of (a) to (b) is from 1:10 to 10:1. 
     
     
         10 . (canceled) 
     
     
         11 . (canceled) 
     
     
         12 . The composition of  claim 1 , wherein (b) is an imidazolinone herbicide. 
     
     
         13 . The composition of  claim 12 , wherein the imidazolinone herbicide is selected from the group consisting of imazamethabenz, imazamox, imazapic, imazapyr, imazaquin, imazethapyr, agriculturally acceptable salts and esters thereof, and combinations thereof. 
     
     
         14 . The composition of  claim 13 , wherein the weight ratio of (a) to (b) is from 1:50 to 10:1. 
     
     
         15 . (canceled) 
     
     
         16 . (canceled) 
     
     
         17 . The composition of  claim 1 , wherein (b) is a pyrimidinyl oxybenzoate herbicide. 
     
     
         18 . The composition of  claim 17 , wherein the pyrimidinyl oxybenzoate herbicide is selected from the group consisting of bispyribac, pyribenzoxim, pyriftalid, pyriminobac, pyrimisulfan, pyrithiobac, agriculturally acceptable salts and esters thereof, and combinations thereof. 
     
     
         19 . (canceled) 
     
     
         20 . (canceled) 
     
     
         21 . The composition of  claim 18 , wherein the weight ratio of (a) to (b) is from 1:10 to 5:1. 
     
     
         22 . The composition of  claim 1 , wherein (b) is a sulfonylaminocarbonyl triazolinone herbicide. 
     
     
         23 . The composition of  claim 22 , wherein the sulfonylaminocarbonyl triazolinone herbicide is selected from the group consisting of flucarbazone, propoxycarbazone, thiencarbazone, agriculturally acceptable salts and esters thereof, and combinations thereof. 
     
     
         24 . (canceled) 
     
     
         25 . (canceled) 
     
     
         26 . The composition of  claim 23 , wherein the weight ratio of (a) to (b) is from 1:10 to 5:1 
     
     
         27 . The composition of  claim 1 , wherein (b) is a sulfonylurea herbicide. 
     
     
         28 . The composition of  claim 27 , wherein the sulfonylurea herbicide is selected from the group consisting of amidosulfuron, azimsulfuron, bensulfuron, chlorimuron, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, foramsulfuron, halosulfuron, imazosulfuron, iodosulfuron, iofensulfuron, mesosulfuron, metazosulfuron, metsulfuron, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron, propyrisulfuron, prosulfuron, pyrazosulfuron, rimsulfuron, sulfometuron, sulfosulfuron, triasulfuron, tribenuron, thifensulfuron, trifloxysulfuron, triflusulfuron, tritosulfuron, agriculturally acceptable salts and esters thereof, and combinations thereof. 
     
     
         29 . The composition of  claim 28 , wherein the weight ratio of (a) to (b) is from 1:20 to 5:1. 
     
     
         30 . (canceled) 
     
     
         31 . (canceled) 
     
     
         32 . The composition of  claim 1 , further comprising an agriculturally acceptable adjuvant or carrier. 
     
     
         33 . The composition of  claim 1 , further comprising an additional pesticide. 
     
     
         34 . The composition of  claim 1 , wherein the active ingredients in the composition consist of (a) and (b). 
     
     
         35 . (canceled) 
     
     
         36 . The composition of  claim 1 , wherein the composition is provided as a herbicidal concentrate. 
     
     
         37 . A method of controlling undesirable vegetation comprising applying to vegetation or an area adjacent the vegetation or applying to soil or water to control the emergence or growth of vegetation a herbicidally effective amount of the composition of  claim 1 . 
     
     
         38 - 67 . (canceled) 
     
     
         68 . The method of  claim 37 , wherein (a) is applied in amount of from 0.1 g ae/ha to 300 g ae/ha. 
     
     
         69 . (canceled) 
     
     
         70 . The method of  claim 37 , wherein (b) is applied in amount of from 0.25 g ai/ha to 1700 g ai/ha. 
     
     
         71 . (canceled) 
     
     
         72 . (canceled) 
     
     
         73 . The method of  claim 37 , wherein (a) and (b) are applied post-emergence to the undesirable vegetation. 
     
     
         74 . (canceled) 
     
     
         75 . (canceled) 
     
     
         76 . The method of  claim 37 , further comprising applying an additional pesticide. 
     
     
         77 . (canceled) 
     
     
         78 . (canceled) 
     
     
         79 . The method of  claim 37 , wherein the undesirable vegetation includes a broadleaf weed. 
     
     
         80 . The method of  claim 37 , wherein the undesirable vegetation comprises a herbicide resistant or tolerant weed. 
     
     
         81 . (canceled) 
     
     
         82 . (canceled) 
     
     
         83 . The method of  claim 37 , wherein the undesirable vegetation includes velvetleaf, blackgrass, pigweed, wild oat, brown mustard, rutabaga, spring rape, winter rape, turnip, lambsquarters, thistle, nutsedge, large crabgrass, barnyardgrass, poinsettia, soybean, sunflower, ivyleaf morning-glory,  kochia,  wild buckwheat, giant foxtail,  sorghum,  common chickweed, wild pansy, or a combination thereof. 
     
     
         84 . The method of  claim 37 , wherein the active ingredients applied to the vegetation or an area adjacent the vegetation or applied to soil or water to control the emergence or growth of vegetation consist of (a) and (b).