CA1092127A - Composes de tricyclopentyltine et compose pesticide les contenant - Google Patents

Composes de tricyclopentyltine et compose pesticide les contenant

Info

Publication number: CA1092127A
Authority: CA; Canada
Prior art keywords: carbon atoms; alkoxy; tin; carbon; alkyl
Prior art date: 1976-08-17
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA284,768A

Other languages

English (en)

Inventor

John E. Engelhart

Melvin H. Gitlitz

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

M&T Chemicals Inc

Original Assignee

M&T Chemicals Inc

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1976-08-17

Filing date

1977-08-16

Publication date

1980-12-23

1977-08-16 Application filed by M&T Chemicals Inc filed Critical M&T Chemicals Inc

1980-12-23 Application granted granted Critical

1980-12-23 Publication of CA1092127A publication Critical patent/CA1092127A/fr

Status Expired legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title abstract description 39
DWZUHANLQLDURV-UHFFFAOYSA-N tricyclopentyltin Chemical class C1CCCC1[Sn](C1CCCC1)C1CCCC1 DWZUHANLQLDURV-UHFFFAOYSA-N 0.000 title description 4
230000000361 pesticidal effect Effects 0.000 title description 2
150000001875 compounds Chemical class 0.000 claims abstract description 60
125000000217 alkyl group Chemical group 0.000 claims abstract description 29
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 26
229910052799 carbon Inorganic materials 0.000 claims abstract description 14
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 14
239000001257 hydrogen Substances 0.000 claims abstract description 14
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims abstract description 12
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims abstract description 12
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 11
229910052760 oxygen Inorganic materials 0.000 claims abstract description 11
239000001301 oxygen Substances 0.000 claims abstract description 11
229910002651 NO3 Inorganic materials 0.000 claims abstract description 10
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical group [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims abstract description 10
125000003545 alkoxy group Chemical group 0.000 claims abstract description 10
229910052731 fluorine Inorganic materials 0.000 claims abstract description 10
239000011737 fluorine Chemical group 0.000 claims abstract description 10
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 9
GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical group NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 claims abstract description 9
229910052717 sulfur Inorganic materials 0.000 claims abstract description 9
239000011593 sulfur Substances 0.000 claims abstract description 9
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical group NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims abstract description 8
JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 claims abstract description 8
XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical group [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims abstract description 8
229910052736 halogen Inorganic materials 0.000 claims abstract description 8
150000002367 halogens Chemical class 0.000 claims abstract description 8
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 8
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 8
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 8
ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Chemical group SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 claims abstract description 7
ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical group [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 claims abstract description 5
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims abstract description 5
150000007942 carboxylates Chemical group 0.000 claims abstract description 3
150000002431 hydrogen Chemical class 0.000 claims abstract 6
229910019142 PO4 Inorganic materials 0.000 claims description 7
125000001153 fluoro group Chemical group F* 0.000 claims description 7
239000010452 phosphate Chemical group 0.000 claims description 7
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical group [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 7
230000001747 exhibiting effect Effects 0.000 claims description 6
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
150000001408 amides Chemical group 0.000 claims description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
102000027528 liver X receptor-like Human genes 0.000 claims 2
108091008780 liver X receptor-like Proteins 0.000 claims 2
102000034570 NR1 subfamily Human genes 0.000 claims 1
108020001305 NR1 subfamily Proteins 0.000 claims 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
-1 hydrocarbon radicals Chemical class 0.000 abstract description 17
241000238631 Hexapoda Species 0.000 abstract description 15
241000233866 Fungi Species 0.000 abstract description 12
239000000460 chlorine Substances 0.000 abstract description 11
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract description 7
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract description 7
229910052794 bromium Inorganic materials 0.000 abstract description 7
239000004215 Carbon black (E152) Substances 0.000 abstract description 5
229910052801 chlorine Inorganic materials 0.000 abstract description 5
229930195733 hydrocarbon Natural products 0.000 abstract description 5
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract description 3
238000009472 formulation Methods 0.000 abstract description 3
239000000758 substrate Substances 0.000 abstract description 3
206010061217 Infestation Diseases 0.000 abstract description 2
231100000674 Phytotoxicity Toxicity 0.000 abstract description 2
125000001309 chloro group Chemical group Cl* 0.000 abstract 1
239000000243 solution Substances 0.000 description 65
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 59
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 54
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 33
229910052718 tin Inorganic materials 0.000 description 33
241000196324 Embryophyta Species 0.000 description 27
239000007787 solid Substances 0.000 description 24
239000002253 acid Substances 0.000 description 23
238000004458 analytical method Methods 0.000 description 23
239000007788 liquid Substances 0.000 description 23
239000002904 solvent Substances 0.000 description 23
238000000034 method Methods 0.000 description 22
239000000047 product Substances 0.000 description 22
238000009835 boiling Methods 0.000 description 21
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 19
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 19
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 18
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 17
241000255993 Trichoplusia ni Species 0.000 description 16
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 15
241000220225 Malus Species 0.000 description 15
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
235000011430 Malus pumila Nutrition 0.000 description 14
235000015103 Malus silvestris Nutrition 0.000 description 14
238000006243 chemical reaction Methods 0.000 description 14
235000013601 eggs Nutrition 0.000 description 14
239000011541 reaction mixture Substances 0.000 description 14
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 12
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
239000012074 organic phase Substances 0.000 description 12
IYHVUMHJYLPTQF-UHFFFAOYSA-M tricyclopentylstannanylium;hydroxide Chemical compound C1CCCC1[Sn](C1CCCC1)(O)C1CCCC1 IYHVUMHJYLPTQF-UHFFFAOYSA-M 0.000 description 12
239000013078 crystal Substances 0.000 description 11
150000004820 halides Chemical class 0.000 description 11
239000002689 soil Substances 0.000 description 11
239000000126 substance Substances 0.000 description 11
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 10
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
230000004071 biological effect Effects 0.000 description 10
238000002844 melting Methods 0.000 description 10
230000008018 melting Effects 0.000 description 10
239000012071 phase Substances 0.000 description 10
231100000167 toxic agent Toxicity 0.000 description 10
239000003440 toxic substance Substances 0.000 description 10
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 9
241000221785 Erysiphales Species 0.000 description 9
229910052783 alkali metal Inorganic materials 0.000 description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 8
241001635274 Cydia pomonella Species 0.000 description 7
235000009754 Vitis X bourquina Nutrition 0.000 description 7
235000012333 Vitis X labruscana Nutrition 0.000 description 7
240000006365 Vitis vinifera Species 0.000 description 7
235000014787 Vitis vinifera Nutrition 0.000 description 7
239000006185 dispersion Substances 0.000 description 7
230000000694 effects Effects 0.000 description 7
239000011369 resultant mixture Substances 0.000 description 7
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
239000012141 concentrate Substances 0.000 description 6
235000008504 concentrate Nutrition 0.000 description 6
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 6
239000000725 suspension Substances 0.000 description 6
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 6
241000239290 Araneae Species 0.000 description 5
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
244000061176 Nicotiana tabacum Species 0.000 description 5
235000002637 Nicotiana tabacum Nutrition 0.000 description 5
244000046052 Phaseolus vulgaris Species 0.000 description 5
150000001340 alkali metals Chemical class 0.000 description 5
239000000969 carrier Substances 0.000 description 5
239000012043 crude product Substances 0.000 description 5
201000010099 disease Diseases 0.000 description 5
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 5
150000002430 hydrocarbons Chemical class 0.000 description 5
229910052740 iodine Inorganic materials 0.000 description 5
239000011777 magnesium Substances 0.000 description 5
229910052749 magnesium Inorganic materials 0.000 description 5
238000002360 preparation method Methods 0.000 description 5
238000003822 preparative gas chromatography Methods 0.000 description 5
239000007921 spray Substances 0.000 description 5
238000003756 stirring Methods 0.000 description 5
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 4
241000233679 Peronosporaceae Species 0.000 description 4
206010039509 Scab Diseases 0.000 description 4
229910021627 Tin(IV) chloride Inorganic materials 0.000 description 4
239000007864 aqueous solution Substances 0.000 description 4
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 4
239000002270 dispersing agent Substances 0.000 description 4
238000001914 filtration Methods 0.000 description 4
230000000855 fungicidal effect Effects 0.000 description 4
239000000417 fungicide Substances 0.000 description 4
238000010438 heat treatment Methods 0.000 description 4
DNENLKYRLFOCFN-UHFFFAOYSA-M tricyclopentyl(fluoro)stannane Chemical compound C1CCCC1[Sn](C1CCCC1)(F)C1CCCC1 DNENLKYRLFOCFN-UHFFFAOYSA-M 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 3
241000238876 Acari Species 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
241000255967 Helicoverpa zea Species 0.000 description 3
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
235000010627 Phaseolus vulgaris Nutrition 0.000 description 3
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
241000256247 Spodoptera exigua Species 0.000 description 3
241001454293 Tetranychus urticae Species 0.000 description 3
239000008346 aqueous phase Substances 0.000 description 3
239000003153 chemical reaction reagent Substances 0.000 description 3
HARHCBUPLVDQNZ-UHFFFAOYSA-M chloro(tricyclopentyl)stannane Chemical compound C1CCCC1[Sn](C1CCCC1)(Cl)C1CCCC1 HARHCBUPLVDQNZ-UHFFFAOYSA-M 0.000 description 3
MDDMXCXXMJTDMK-UHFFFAOYSA-M chloro-tris(cyclopentylmethyl)stannane Chemical compound C1CCCC1C[Sn](CC1CCCC1)(Cl)CC1CCCC1 MDDMXCXXMJTDMK-UHFFFAOYSA-M 0.000 description 3
238000001816 cooling Methods 0.000 description 3
239000000428 dust Substances 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
238000001704 evaporation Methods 0.000 description 3
230000008020 evaporation Effects 0.000 description 3
239000002917 insecticide Substances 0.000 description 3
239000011630 iodine Substances 0.000 description 3
229910052943 magnesium sulfate Inorganic materials 0.000 description 3
235000019341 magnesium sulphate Nutrition 0.000 description 3
239000000463 material Substances 0.000 description 3
239000012044 organic layer Substances 0.000 description 3
238000001953 recrystallisation Methods 0.000 description 3
238000005507 spraying Methods 0.000 description 3
RKRGLFVHHICLSP-UHFFFAOYSA-N tetrakis(cyclopentylmethyl)stannane Chemical compound C1(CCCC1)C[Sn](CC1CCCC1)(CC1CCCC1)CC1CCCC1 RKRGLFVHHICLSP-UHFFFAOYSA-N 0.000 description 3
RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
150000003606 tin compounds Chemical class 0.000 description 3
UENSMKBMMVUEQJ-UHFFFAOYSA-M tricyclopentylstannyl acetate Chemical compound CC([O-])=O.C1CCCC1[Sn+](C1CCCC1)C1CCCC1 UENSMKBMMVUEQJ-UHFFFAOYSA-M 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
241001124076 Aphididae Species 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
241000254173 Coleoptera Species 0.000 description 2
241000256113 Culicidae Species 0.000 description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
101100400378 Mus musculus Marveld2 gene Proteins 0.000 description 2
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
239000007900 aqueous suspension Substances 0.000 description 2
125000004429 atom Chemical group 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
PXHPYTPPLJAGEW-UHFFFAOYSA-M bromo-tris(2-cyclopentylethyl)stannane Chemical compound C1(CCCC1)CC[Sn](CCC1CCCC1)(CCC1CCCC1)Br PXHPYTPPLJAGEW-UHFFFAOYSA-M 0.000 description 2
BRTFVKHPEHKBQF-UHFFFAOYSA-N bromocyclopentane Chemical compound BrC1CCCC1 BRTFVKHPEHKBQF-UHFFFAOYSA-N 0.000 description 2
KGZMNQXFVZRDCX-UHFFFAOYSA-N butyl(tricyclopentyl)stannane Chemical compound C1CCCC1[Sn](C1CCCC1)(CCCC)C1CCCC1 KGZMNQXFVZRDCX-UHFFFAOYSA-N 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 2
150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
238000003776 cleavage reaction Methods 0.000 description 2
239000008367 deionised water Substances 0.000 description 2
229910021641 deionized water Inorganic materials 0.000 description 2
239000002274 desiccant Substances 0.000 description 2
239000012990 dithiocarbamate Substances 0.000 description 2
239000003995 emulsifying agent Substances 0.000 description 2
230000001804 emulsifying effect Effects 0.000 description 2
239000000706 filtrate Substances 0.000 description 2
ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
CUPFNGOKRMWUOO-UHFFFAOYSA-N hydron;difluoride Chemical compound F.F CUPFNGOKRMWUOO-UHFFFAOYSA-N 0.000 description 2
239000012535 impurity Substances 0.000 description 2
239000007791 liquid phase Substances 0.000 description 2
SHYJMQIXEOODJK-UHFFFAOYSA-N methyl-tris(2-methylcyclopentyl)stannane Chemical compound C[Sn](C1C(CCC1)C)(C1C(CCC1)C)C1C(CCC1)C SHYJMQIXEOODJK-UHFFFAOYSA-N 0.000 description 2
239000012299 nitrogen atmosphere Substances 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
239000012188 paraffin wax Substances 0.000 description 2
ZHPWRIMJTIXQIA-UHFFFAOYSA-N pentyltin Chemical compound CCCCC[Sn] ZHPWRIMJTIXQIA-UHFFFAOYSA-N 0.000 description 2
NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 2
238000003918 potentiometric titration Methods 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
230000007017 scission Effects 0.000 description 2
239000002002 slurry Substances 0.000 description 2
239000011734 sodium Substances 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
229910052938 sodium sulfate Inorganic materials 0.000 description 2
235000011152 sodium sulphate Nutrition 0.000 description 2
125000001424 substituent group Chemical group 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
208000024891 symptom Diseases 0.000 description 2
LTSUHJWLSNQKIP-UHFFFAOYSA-J tin(iv) bromide Chemical compound Br[Sn](Br)(Br)Br LTSUHJWLSNQKIP-UHFFFAOYSA-J 0.000 description 2
YFRLQYJXUZRYDN-UHFFFAOYSA-K trichloro(methyl)stannane Chemical compound C[Sn](Cl)(Cl)Cl YFRLQYJXUZRYDN-UHFFFAOYSA-K 0.000 description 2
HFSRERHKQBMBEC-UHFFFAOYSA-N tris(cyclopentylmethyl)-methylstannane Chemical compound C[Sn](CC1CCCC1)(CC1CCCC1)CC1CCCC1 HFSRERHKQBMBEC-UHFFFAOYSA-N 0.000 description 2
239000010455 vermiculite Substances 0.000 description 2
229910052902 vermiculite Inorganic materials 0.000 description 2
235000019354 vermiculite Nutrition 0.000 description 2
OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
SXVRSCIZJBGJGB-UHFFFAOYSA-N 1-chloropropan-2-ylbenzene Chemical compound ClCC(C)C1=CC=CC=C1 SXVRSCIZJBGJGB-UHFFFAOYSA-N 0.000 description 1
SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 description 1
VXRDAMSNTXUHFX-UHFFFAOYSA-N 2,3-dihydroxybutanedioic acid;n,n-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide Chemical compound OC(=O)C(O)C(O)C(O)=O.N1=C2C=CC(C)=CN2C(CC(=O)N(C)C)=C1C1=CC=C(C)C=C1.N1=C2C=CC(C)=CN2C(CC(=O)N(C)C)=C1C1=CC=C(C)C=C1 VXRDAMSNTXUHFX-UHFFFAOYSA-N 0.000 description 1
KPIVDNYJNOPGBE-UHFFFAOYSA-N 2-aminonicotinic acid Chemical compound NC1=NC=CC=C1C(O)=O KPIVDNYJNOPGBE-UHFFFAOYSA-N 0.000 description 1
LBPSXTQMIHEQSO-UHFFFAOYSA-M 2-aminopyridine-3-carboxylate tricyclopentylstannanylium Chemical compound NC1=C(C(=O)[O-])C=CC=N1.C1(CCCC1)[Sn+](C1CCCC1)C1CCCC1 LBPSXTQMIHEQSO-UHFFFAOYSA-M 0.000 description 1
HLBOAQSKBNNHMW-UHFFFAOYSA-N 3-(3-methoxyphenyl)pyridine Chemical compound COC1=CC=CC(C=2C=NC=CC=2)=C1 HLBOAQSKBNNHMW-UHFFFAOYSA-N 0.000 description 1
QCXJEYYXVJIFCE-UHFFFAOYSA-N 4-acetamidobenzoic acid Chemical compound CC(=O)NC1=CC=C(C(O)=O)C=C1 QCXJEYYXVJIFCE-UHFFFAOYSA-N 0.000 description 1
NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 1
241000256118 Aedes aegypti Species 0.000 description 1
239000005711 Benzoic acid Substances 0.000 description 1
SJGMTMJJUBKJDE-UHFFFAOYSA-M Br[Mg]CCC1CCCC1 Chemical compound Br[Mg]CCC1CCCC1 SJGMTMJJUBKJDE-UHFFFAOYSA-M 0.000 description 1
240000007124 Brassica oleracea Species 0.000 description 1
235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
BYGYPYYTXNGRGK-UHFFFAOYSA-M C(C)(=O)NC1=CC=C(C(=O)[O-])C=C1.C1(CCCC1)[Sn+](C1CCCC1)C1CCCC1 Chemical compound C(C)(=O)NC1=CC=C(C(=O)[O-])C=C1.C1(CCCC1)[Sn+](C1CCCC1)C1CCCC1 BYGYPYYTXNGRGK-UHFFFAOYSA-M 0.000 description 1
ZVOBLGXLBIUMFY-UHFFFAOYSA-N C1(CCCC1)CC[Sn](CCC1CCCC1)CCC1CCCC1 Chemical compound C1(CCCC1)CC[Sn](CCC1CCCC1)CCC1CCCC1 ZVOBLGXLBIUMFY-UHFFFAOYSA-N 0.000 description 1
LZKVSSFNDRMSAD-UHFFFAOYSA-M C1CCCC1C[Sn](CC1CCCC1)(Br)CC1CCCC1 Chemical compound C1CCCC1C[Sn](CC1CCCC1)(Br)CC1CCCC1 LZKVSSFNDRMSAD-UHFFFAOYSA-M 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
240000008067 Cucumis sativus Species 0.000 description 1
235000010799 Cucumis sativus var sativus Nutrition 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
241000489973 Diabrotica undecimpunctata Species 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
241001057636 Dracaena deremensis Species 0.000 description 1
241000896222 Erysiphe polygoni Species 0.000 description 1
240000002024 Gossypium herbaceum Species 0.000 description 1
235000004341 Gossypium herbaceum Nutrition 0.000 description 1
244000299507 Gossypium hirsutum Species 0.000 description 1
241000257232 Haematobia irritans Species 0.000 description 1
229920003091 Methocel™ Polymers 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
GENQXANMPQDDQH-UHFFFAOYSA-N OP(O)(O)=O.OP(O)(O)=O.Br Chemical compound OP(O)(O)=O.OP(O)(O)=O.Br GENQXANMPQDDQH-UHFFFAOYSA-N 0.000 description 1
240000007594 Oryza sativa Species 0.000 description 1
235000007164 Oryza sativa Nutrition 0.000 description 1
241000233629 Phytophthora parasitica Species 0.000 description 1
241001281803 Plasmopara viticola Species 0.000 description 1
241001337928 Podosphaera leucotricha Species 0.000 description 1
229920003171 Poly (ethylene oxide) Chemical class 0.000 description 1
241000220324 Pyrus Species 0.000 description 1
229910009027 Sn—OH Inorganic materials 0.000 description 1
229910009053 Sn—O—Sn Inorganic materials 0.000 description 1
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
244000186561 Swietenia macrophylla Species 0.000 description 1
241001454294 Tetranychus Species 0.000 description 1
241000228452 Venturia inaequalis Species 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
WKSUJUKGSZTRCB-UHFFFAOYSA-M [Br-].CC1CCCC1[Mg+] Chemical compound [Br-].CC1CCCC1[Mg+] WKSUJUKGSZTRCB-UHFFFAOYSA-M 0.000 description 1
LEEWRICIBNMZRW-UHFFFAOYSA-M [Br-].[Mg+]CC1CCCC1 Chemical compound [Br-].[Mg+]CC1CCCC1 LEEWRICIBNMZRW-UHFFFAOYSA-M 0.000 description 1
OCZPOJZKHCBXPQ-UHFFFAOYSA-N [Mg]C1CCCC1 Chemical compound [Mg]C1CCCC1 OCZPOJZKHCBXPQ-UHFFFAOYSA-N 0.000 description 1
NYWPNCCXLCIBIR-UHFFFAOYSA-M [OH-].C1(CCCC1)CC[Sn+](CCC1CCCC1)CCC1CCCC1 Chemical compound [OH-].C1(CCCC1)CC[Sn+](CCC1CCCC1)CCC1CCCC1 NYWPNCCXLCIBIR-UHFFFAOYSA-M 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
239000013543 active substance Substances 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
239000002671 adjuvant Substances 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
229910000318 alkali metal phosphate Inorganic materials 0.000 description 1
229910052936 alkali metal sulfate Inorganic materials 0.000 description 1
229910052977 alkali metal sulfide Inorganic materials 0.000 description 1
150000004703 alkoxides Chemical class 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
229940094070 ambien Drugs 0.000 description 1
229940095564 anhydrous calcium sulfate Drugs 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
235000021016 apples Nutrition 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
125000005228 aryl sulfonate group Chemical group 0.000 description 1
238000003556 assay Methods 0.000 description 1
229960000892 attapulgite Drugs 0.000 description 1
230000003190 augmentative effect Effects 0.000 description 1
239000000440 bentonite Substances 0.000 description 1
229910000278 bentonite Inorganic materials 0.000 description 1
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
BAMCOYQQDPMILS-UHFFFAOYSA-M benzenethiolate tricyclopentylstannanylium Chemical compound [S-]C1=CC=CC=C1.C1(CCCC1)[Sn+](C1CCCC1)C1CCCC1 BAMCOYQQDPMILS-UHFFFAOYSA-M 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
150000001649 bromium compounds Chemical class 0.000 description 1
LUZSPGQEISANPO-UHFFFAOYSA-N butyltin Chemical compound CCCC[Sn] LUZSPGQEISANPO-UHFFFAOYSA-N 0.000 description 1
SHZIWNPUGXLXDT-UHFFFAOYSA-N caproic acid ethyl ester Natural products CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 1
150000001721 carbon Chemical group 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
239000007859 condensation product Substances 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
OYIYZYBQAKULCH-UHFFFAOYSA-N cyanic acid Chemical compound N#CO.N#CO OYIYZYBQAKULCH-UHFFFAOYSA-N 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
235000005911 diet Nutrition 0.000 description 1
230000037213 diet Effects 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
238000004821 distillation Methods 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
235000013399 edible fruits Nutrition 0.000 description 1
239000004495 emulsifiable concentrate Substances 0.000 description 1
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
AWYFNIZYMPNGAI-UHFFFAOYSA-L ethylenebis(dithiocarbamate) Chemical compound [S-]C(=S)NCCNC([S-])=S AWYFNIZYMPNGAI-UHFFFAOYSA-L 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
210000003608 fece Anatomy 0.000 description 1
239000000835 fiber Substances 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
235000013305 food Nutrition 0.000 description 1
239000010440 gypsum Substances 0.000 description 1
229910052602 gypsum Inorganic materials 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
150000005826 halohydrocarbons Chemical class 0.000 description 1
229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
238000011534 incubation Methods 0.000 description 1
238000002329 infrared spectrum Methods 0.000 description 1
239000003999 initiator Substances 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
239000010410 layer Substances 0.000 description 1
231100000636 lethal dose Toxicity 0.000 description 1
235000014666 liquid concentrate Nutrition 0.000 description 1
OTCKOJUMXQWKQG-UHFFFAOYSA-L magnesium bromide Chemical compound [Mg+2].[Br-].[Br-] OTCKOJUMXQWKQG-UHFFFAOYSA-L 0.000 description 1
229910001623 magnesium bromide Inorganic materials 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
239000011707 mineral Substances 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
230000003129 miticidal effect Effects 0.000 description 1
239000012452 mother liquor Substances 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
231100000194 ovacidal Toxicity 0.000 description 1
230000003151 ovacidal effect Effects 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
239000002245 particle Substances 0.000 description 1
244000052769 pathogen Species 0.000 description 1
230000001717 pathogenic effect Effects 0.000 description 1
235000021017 pears Nutrition 0.000 description 1
239000008188 pellet Substances 0.000 description 1
ZYHDBGZTUIIXNE-UHFFFAOYSA-K pentyltin(3+) trihydroxide Chemical compound [OH-].C(CCCC)[Sn+3].[OH-].[OH-] ZYHDBGZTUIIXNE-UHFFFAOYSA-K 0.000 description 1
238000003359 percent control normalization Methods 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000003209 petroleum derivative Substances 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000011698 potassium fluoride Substances 0.000 description 1
235000003270 potassium fluoride Nutrition 0.000 description 1
229910052903 pyrophyllite Inorganic materials 0.000 description 1
238000010992 reflux Methods 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
239000012056 semi-solid material Substances 0.000 description 1
CBXWGGFGZDVPNV-UHFFFAOYSA-N so4-so4 Chemical compound OS(O)(=O)=O.OS(O)(=O)=O CBXWGGFGZDVPNV-UHFFFAOYSA-N 0.000 description 1
239000000344 soap Substances 0.000 description 1
239000011343 solid material Substances 0.000 description 1
230000004083 survival effect Effects 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
KRACNPWSAAYFIV-UHFFFAOYSA-N tetrakis(2-cyclopentylethyl)stannane Chemical compound C1(CCCC1)CC[Sn](CCC1CCCC1)(CCC1CCCC1)CCC1CCCC1 KRACNPWSAAYFIV-UHFFFAOYSA-N 0.000 description 1
QERYCTSHXKAMIS-UHFFFAOYSA-N thiophene-2-carboxylic acid Chemical compound OC(=O)C1=CC=CS1 QERYCTSHXKAMIS-UHFFFAOYSA-N 0.000 description 1
238000004448 titration Methods 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
DBGVGMSCBYYSLD-UHFFFAOYSA-N tributylstannane Chemical compound CCCC[SnH](CCCC)CCCC DBGVGMSCBYYSLD-UHFFFAOYSA-N 0.000 description 1
CCCDVPNBEHCRRA-UHFFFAOYSA-K trichloro(pentyl)stannane Chemical compound CCCCC[Sn](Cl)(Cl)Cl CCCDVPNBEHCRRA-UHFFFAOYSA-K 0.000 description 1
MOOVAXSYAVJCKG-UHFFFAOYSA-M tricyclopentylstannanylium;bromide Chemical compound C1CCCC1[Sn](C1CCCC1)(Br)C1CCCC1 MOOVAXSYAVJCKG-UHFFFAOYSA-M 0.000 description 1
JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000002023 wood Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/22—Tin compounds
- C07F7/2284—Compounds with one or more Sn-N linkages
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
- A01N55/02—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing metal atoms
- A01N55/04—Tin
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/22—Tin compounds
- C07F7/2208—Compounds having tin linked only to carbon, hydrogen and/or halogen
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/22—Tin compounds
- C07F7/2224—Compounds having one or more tin-oxygen linkages
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/22—Tin compounds
- C07F7/226—Compounds with one or more Sn-S linkages

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Dentistry (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Agronomy & Crop Science (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Pyridine Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA284,768A 1976-08-17 1977-08-16 Composes de tricyclopentyltine et compose pesticide les contenant Expired CA1092127A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US71511476A	1976-08-17	1976-08-17
US715,114		1976-08-17

Publications (1)

Publication Number	Publication Date
CA1092127A true CA1092127A (fr)	1980-12-23

Family

ID=24872720

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA284,768A Expired CA1092127A (fr)	1976-08-17	1977-08-16	Composes de tricyclopentyltine et compose pesticide les contenant

Country Status (6)

Country	Link
JP (1)	JPS5340749A (fr)
BE (1)	BE857839A (fr)
CA (1)	CA1092127A (fr)
DE (1)	DE2737032C2 (fr)
FR (1)	FR2362149A1 (fr)
GB (1)	GB1581269A (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN105579461A (zh) *	2013-09-26	2016-05-11	旭化成化学株式会社	烷基锡化合物

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AR243195A1 (es) *	1985-09-03	1993-07-30	Shionogi & Co Ltd Y Nitto Kase	Compuestos de tri-organo-estano y composiciones pesticidas que los contienen
KR101955876B1 (ko) *	2017-07-28	2019-05-30	엘지전자 주식회사	오븐 및 그의 제어방법

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3790611A (en) *	1972-10-05	1974-02-05	M & T Chemicals Inc	Tris(cyclohexylalkyl)tin or hexakis(cyclohexylalkyl)tin compounds

1977
- 1977-08-10 GB GB33599/77A patent/GB1581269A/en not_active Expired
- 1977-08-16 JP JP9755377A patent/JPS5340749A/ja active Granted
- 1977-08-16 BE BE180219A patent/BE857839A/fr not_active IP Right Cessation
- 1977-08-16 CA CA284,768A patent/CA1092127A/fr not_active Expired
- 1977-08-17 FR FR7725125A patent/FR2362149A1/fr active Granted
- 1977-08-17 DE DE2737032A patent/DE2737032C2/de not_active Expired

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN105579461A (zh) *	2013-09-26	2016-05-11	旭化成化学株式会社	烷基锡化合物
US9844775B2 (en)	2013-09-26	2017-12-19	Asahi Kasei Kabushiki Kaisha	Alkyl tin compound
CN105579461B (zh) *	2013-09-26	2020-02-14	旭化成株式会社	烷基锡化合物

Also Published As

Publication number	Publication date
FR2362149B1 (fr)	1983-07-08
DE2737032C2 (de)	1987-04-02
GB1581269A (en)	1980-12-10
DE2737032A1 (de)	1978-02-23
JPS5340749A (en)	1978-04-13
BE857839A (fr)	1977-12-16
JPS6137277B2 (fr)	1986-08-22
FR2362149A1 (fr)	1978-03-17

Legal Events

Date	Code	Title	Description
1997-12-23	MKEX	Expiry

Publication	Publication Date	Title
KR920002887B1 (ko)	1992-04-06	오르가노틴 화합물의 제조방법
US4222950A (en)	1980-09-16	Method for preparing triorganotin halide
WO1983000870A1 (fr)	1983-03-17	Pesticides d'alkylthiophosphate a ramification alpha
US4191698A (en)	1980-03-04	Tricyclopentyltin fluoride
GB1581269A (en)	1980-12-10	Tricyclopentyltin compounds and pesticidal compositions containing same
US3790611A (en)	1974-02-05	Tris(cyclohexylalkyl)tin or hexakis(cyclohexylalkyl)tin compounds
JPS6270383A (ja)	1987-03-31	Ｓ，ｓ−ジ−（第３級−アルキル）チオフオスフオネ−ト殺虫剤
EP0049643B1 (fr)	1985-07-17	Composés de bis (phényl substitué) alcoyl d'étain
US3281321A (en)	1966-10-25	Acetamidido-(thio)-phosphoric or phosphonic acid esters as rodenticides
US3892863A (en)	1975-07-01	Fungicidal and miticidal method containing triorganotin compounds
US4535077A (en)	1985-08-13	O-ethyl S,S-dialkyl phosphorodithioates for use as pesticides
US4343815A (en)	1982-08-10	Method for combating fungi and mites using certain triorganotin compounds
CA1097651A (fr)	1981-03-17	Traduction non-disponible
US4584317A (en)	1986-04-22	Pesticidal tin amidoximes
US4565812A (en)	1986-01-21	Fungicidal tin salts of thienyl and furyl hydroxamic acids, compositions, and method of use therefor
CA1048928A (fr)	1979-02-20	Methode pour combattre les moisissures et les mites a l'aide de certains composes de triorganotin
US4465675A (en)	1984-08-14	Insecticidal and fungicidal 1-alkyl-5-alkylsulfonyl-4-chloropyrazole-3-yl-(thio)phosphates and (thio)phosphonates
US4732894A (en)	1988-03-22	Fungicidal insecticidal and acaricidal tin salts of heterocyclic hydroxamic acids
US3151022A (en)	1964-09-29	Omicron, omicron-dimethyl-omicron-(4-methylmercaptophenyl) phosphate and pesticidal use
US4678804A (en)	1987-07-07	Fungicidal benzylthiostannanes
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