CA1117132A - Methode de lutte contre les insectes au moyen de composes du type triorganoetain - Google Patents

Methode de lutte contre les insectes au moyen de composes du type triorganoetain

Info

Publication number: CA1117132A
Authority: CA; Canada
Prior art keywords: tri; tin; carbon atoms; set forth; oxide
Prior art date: 1977-03-03
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

CA000297818A

Other languages

English (en)

Inventor

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.)

1977-03-03

Filing date

1978-02-27

Publication date

1982-01-26

1978-02-27 Application filed by M&T Chemicals Inc filed Critical M&T Chemicals Inc

1982-01-26 Application granted granted Critical

1982-01-26 Publication of CA1117132A publication Critical patent/CA1117132A/fr

Status Expired legal-status Critical Current

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 47
241000238631 Hexapoda Species 0.000 title claims abstract description 32
238000000034 method Methods 0.000 title claims description 20
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 20
125000000217 alkyl group Chemical group 0.000 claims abstract description 17
239000000460 chlorine Substances 0.000 claims abstract description 14
229910052801 chlorine Inorganic materials 0.000 claims abstract description 14
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 7
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 6
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims abstract description 6
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 6
229910052794 bromium Inorganic materials 0.000 claims abstract description 6
DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 claims abstract description 6
239000012990 dithiocarbamate Substances 0.000 claims abstract description 6
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 5
239000001301 oxygen Substances 0.000 claims abstract description 5
229910052760 oxygen Inorganic materials 0.000 claims abstract description 5
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims abstract description 4
XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims abstract description 4
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract description 4
229910002651 NO3 Inorganic materials 0.000 claims abstract description 4
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims abstract description 4
229910019142 PO4 Inorganic materials 0.000 claims abstract description 4
GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 claims abstract description 4
239000011737 fluorine Substances 0.000 claims abstract description 4
229910052731 fluorine Inorganic materials 0.000 claims abstract description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 4
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims abstract description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 4
239000010452 phosphate Substances 0.000 claims abstract description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims abstract description 4
206010061217 Infestation Diseases 0.000 claims abstract description 3
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract 3
229910052717 sulfur Inorganic materials 0.000 claims abstract 3
239000011593 sulfur Substances 0.000 claims abstract 3
239000000203 mixture Substances 0.000 claims description 28
239000007788 liquid Substances 0.000 claims description 23
-1 3-hexyl Chemical group 0.000 claims description 19
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
150000003606 tin compounds Chemical class 0.000 claims description 10
239000007787 solid Substances 0.000 claims description 6
SJNYHHZETIZEGY-UHFFFAOYSA-M chloro-tri(hexan-3-yl)stannane Chemical compound CCCC(CC)[Sn](Cl)(C(CC)CCC)C(CC)CCC SJNYHHZETIZEGY-UHFFFAOYSA-M 0.000 claims description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfate Natural products OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
229910052736 halogen Inorganic materials 0.000 claims description 2
150000002367 halogens Chemical group 0.000 claims description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
125000001309 chloro group Chemical group Cl* 0.000 claims 1
239000003701 inert diluent Substances 0.000 claims 1
239000002917 insecticide Substances 0.000 abstract 1
229910052718 tin Inorganic materials 0.000 description 32
239000000243 solution Substances 0.000 description 16
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
238000006243 chemical reaction Methods 0.000 description 11
150000004820 halides Chemical class 0.000 description 11
239000000047 product Substances 0.000 description 11
241000196324 Embryophyta Species 0.000 description 8
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 8
239000012141 concentrate Substances 0.000 description 8
235000008504 concentrate Nutrition 0.000 description 8
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
239000011541 reaction mixture Substances 0.000 description 8
239000002904 solvent Substances 0.000 description 8
231100000167 toxic agent Toxicity 0.000 description 8
239000003440 toxic substance Substances 0.000 description 8
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
229910052783 alkali metal Inorganic materials 0.000 description 7
238000009835 boiling Methods 0.000 description 7
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 6
239000002253 acid Substances 0.000 description 6
239000000969 carrier Substances 0.000 description 5
239000002270 dispersing agent Substances 0.000 description 5
238000002360 preparation method Methods 0.000 description 5
239000007921 spray Substances 0.000 description 5
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 5
239000004215 Carbon black (E152) Substances 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 4
150000001340 alkali metals Chemical class 0.000 description 4
239000003085 diluting agent Substances 0.000 description 4
239000006185 dispersion Substances 0.000 description 4
230000000694 effects Effects 0.000 description 4
229930195733 hydrocarbon Natural products 0.000 description 4
150000002430 hydrocarbons Chemical group 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-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
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
150000001735 carboxylic acids Chemical class 0.000 description 3
239000003153 chemical reaction reagent Substances 0.000 description 3
150000001805 chlorine compounds Chemical class 0.000 description 3
230000001419 dependent effect Effects 0.000 description 3
239000000428 dust Substances 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
239000003921 oil Substances 0.000 description 3
239000012044 organic layer Substances 0.000 description 3
238000005507 spraying Methods 0.000 description 3
239000000126 substance Substances 0.000 description 3
239000004094 surface-active agent Substances 0.000 description 3
VTOQFOCYBTVOJZ-UHFFFAOYSA-N 3-bromopentane Chemical compound CCC(Br)CC VTOQFOCYBTVOJZ-UHFFFAOYSA-N 0.000 description 2
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
241001124076 Aphididae Species 0.000 description 2
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
101100087530 Caenorhabditis elegans rom-1 gene Proteins 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
101100305983 Mus musculus Rom1 gene Proteins 0.000 description 2
244000046052 Phaseolus vulgaris Species 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
241000255993 Trichoplusia ni Species 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
125000004429 atom Chemical group 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
WCMMILVIRZAPLE-UHFFFAOYSA-M cyhexatin Chemical compound C1CCCCC1[Sn](C1CCCCC1)(O)C1CCCCC1 WCMMILVIRZAPLE-UHFFFAOYSA-M 0.000 description 2
239000002274 desiccant Substances 0.000 description 2
239000003995 emulsifying agent Substances 0.000 description 2
230000001804 emulsifying effect Effects 0.000 description 2
230000001747 exhibiting effect Effects 0.000 description 2
238000009472 formulation Methods 0.000 description 2
125000005843 halogen group Chemical group 0.000 description 2
ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
229910052740 iodine Inorganic materials 0.000 description 2
239000011630 iodine Substances 0.000 description 2
239000010410 layer Substances 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
229910052749 magnesium Inorganic materials 0.000 description 2
239000000463 material Substances 0.000 description 2
239000012299 nitrogen atmosphere Substances 0.000 description 2
239000012074 organic phase Substances 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
239000000575 pesticide Substances 0.000 description 2
239000003209 petroleum derivative Substances 0.000 description 2
239000012071 phase Substances 0.000 description 2
QVLTXCYWHPZMCA-UHFFFAOYSA-N po4-po4 Chemical compound OP(O)(O)=O.OP(O)(O)=O QVLTXCYWHPZMCA-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
238000010998 test method Methods 0.000 description 2
YFRLQYJXUZRYDN-UHFFFAOYSA-K trichloro(methyl)stannane Chemical compound C[Sn](Cl)(Cl)Cl YFRLQYJXUZRYDN-UHFFFAOYSA-K 0.000 description 2
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
CRFYKRXQUXJVRG-UHFFFAOYSA-N (4,6-dimethyl-5-pentan-2-ylnonan-5-yl)-tri(pentan-2-yl)stannane Chemical compound CCCC(C)C(C(C)CCC)(C(C)CCC)[Sn](C(C)CCC)(C(C)CCC)C(C)CCC CRFYKRXQUXJVRG-UHFFFAOYSA-N 0.000 description 1
PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
NUMXHEUHHRTBQT-AATRIKPKSA-N 2,4-dimethoxy-1-[(e)-2-nitroethenyl]benzene Chemical compound COC1=CC=C(\C=C\[N+]([O-])=O)C(OC)=C1 NUMXHEUHHRTBQT-AATRIKPKSA-N 0.000 description 1
125000004920 4-methyl-2-pentyl group Chemical group CC(CC(C)*)C 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
241000239290 Araneae Species 0.000 description 1
LPOYRHYEYLZOHE-UHFFFAOYSA-N CC(CC(C)[Sn])C Chemical compound CC(CC(C)[Sn])C LPOYRHYEYLZOHE-UHFFFAOYSA-N 0.000 description 1
NPIUKOXYAATUKD-UHFFFAOYSA-N CC(CCC)[Sn] Chemical compound CC(CCC)[Sn] NPIUKOXYAATUKD-UHFFFAOYSA-N 0.000 description 1
XBKCWTKXDICQBG-UHFFFAOYSA-N CCC(CC)[Sn](C(CC)CC)C(CC)CC Chemical compound CCC(CC)[Sn](C(CC)CC)C(CC)CC XBKCWTKXDICQBG-UHFFFAOYSA-N 0.000 description 1
AAJFQZDKAVKJFJ-UHFFFAOYSA-N CCC(CCC)[Sn] Chemical compound CCC(CCC)[Sn] AAJFQZDKAVKJFJ-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
239000007818 Grignard reagent Substances 0.000 description 1
241000256257 Heliothis Species 0.000 description 1
241000258937 Hemiptera Species 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
101100400378 Mus musculus Marveld2 gene Proteins 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
241000346285 Ostrinia furnacalis Species 0.000 description 1
229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
244000186561 Swietenia macrophylla Species 0.000 description 1
241001454295 Tetranychidae Species 0.000 description 1
241001454293 Tetranychus urticae Species 0.000 description 1
241000193803 Therea Species 0.000 description 1
229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
PLWIGERSUIOLRS-UHFFFAOYSA-M [Br-].CCC([Mg+])CC Chemical compound [Br-].CCC([Mg+])CC PLWIGERSUIOLRS-UHFFFAOYSA-M 0.000 description 1
239000000642 acaricide Substances 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
239000013543 active substance Substances 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 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
125000002947 alkylene group Chemical group 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229940095564 anhydrous calcium sulfate Drugs 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000003945 anionic surfactant Substances 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
238000003556 assay Methods 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
230000015572 biosynthetic process Effects 0.000 description 1
RSWXSRRFPFDSJS-UHFFFAOYSA-N carbamothioic s-acid Chemical compound NC(S)=O.NC(S)=O RSWXSRRFPFDSJS-UHFFFAOYSA-N 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
150000007942 carboxylates Chemical class 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
239000003093 cationic surfactant Substances 0.000 description 1
AIFVEPOMEUPGSP-UHFFFAOYSA-M chloro-tris(4-methylpentan-2-yl)stannane Chemical class CC(C)CC(C)[Sn](Cl)(C(C)CC(C)C)C(C)CC(C)C AIFVEPOMEUPGSP-UHFFFAOYSA-M 0.000 description 1
239000007859 condensation product Substances 0.000 description 1
OYIYZYBQAKULCH-UHFFFAOYSA-N cyanic acid Chemical compound N#CO.N#CO OYIYZYBQAKULCH-UHFFFAOYSA-N 0.000 description 1
JJCFRYNCJDLXIK-UHFFFAOYSA-N cyproheptadine Chemical compound C1CN(C)CCC1=C1C2=CC=CC=C2C=CC2=CC=CC=C21 JJCFRYNCJDLXIK-UHFFFAOYSA-N 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
235000005911 diet Nutrition 0.000 description 1
230000037213 diet Effects 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
238000000605 extraction Methods 0.000 description 1
239000000835 fiber Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000012467 final product Substances 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
150000004795 grignard reagents Chemical class 0.000 description 1
239000010440 gypsum Substances 0.000 description 1
229910052602 gypsum Inorganic materials 0.000 description 1
150000005826 halohydrocarbons Chemical class 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
CUPFNGOKRMWUOO-UHFFFAOYSA-N hydron;difluoride Chemical compound F.F CUPFNGOKRMWUOO-UHFFFAOYSA-N 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
230000001418 larval effect Effects 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
229910001463 metal phosphate Inorganic materials 0.000 description 1
XJAYZSLHCLKVBF-UHFFFAOYSA-N methyl-tri(pentan-3-yl)stannane Chemical compound CCC(CC)[Sn](C)(C(CC)CC)C(CC)CC XJAYZSLHCLKVBF-UHFFFAOYSA-N 0.000 description 1
239000011707 mineral Substances 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
APVPOHHVBBYQAV-UHFFFAOYSA-N n-(4-aminophenyl)sulfonyloctadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 APVPOHHVBBYQAV-UHFFFAOYSA-N 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
ZHPWRIMJTIXQIA-UHFFFAOYSA-N pentyltin Chemical compound CCCCC[Sn] ZHPWRIMJTIXQIA-UHFFFAOYSA-N 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
231100000208 phytotoxic Toxicity 0.000 description 1
230000000885 phytotoxic effect Effects 0.000 description 1
239000011698 potassium fluoride Substances 0.000 description 1
235000003270 potassium fluoride Nutrition 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000011369 resultant mixture Substances 0.000 description 1
238000012552 review Methods 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
238000003756 stirring Methods 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
239000000758 substrate Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
YKRLUQXOIGNWGF-UHFFFAOYSA-N thiocyanic acid Chemical compound SC#N.SC#N YKRLUQXOIGNWGF-UHFFFAOYSA-N 0.000 description 1
XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
229910001887 tin oxide Inorganic materials 0.000 description 1
KMRBKVBPRZRHQW-UHFFFAOYSA-N tri(hexan-3-yl)-methylstannane Chemical compound CCCC(CC)[Sn](C)(C(CC)CCC)C(CC)CCC KMRBKVBPRZRHQW-UHFFFAOYSA-N 0.000 description 1
DBGVGMSCBYYSLD-UHFFFAOYSA-N tributylstannane Chemical compound CCCC[SnH](CCCC)CCCC DBGVGMSCBYYSLD-UHFFFAOYSA-N 0.000 description 1
239000012808 vapor phase Substances 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- 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
- 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

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Biochemistry (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

CA000297818A 1977-03-03 1978-02-27 Methode de lutte contre les insectes au moyen de composes du type triorganoetain Expired CA1117132A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US77394177A	1977-03-03	1977-03-03
US773,941		1977-03-03

Publications (1)

Publication Number	Publication Date
CA1117132A true CA1117132A (fr)	1982-01-26

Family

ID=25099782

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000297818A Expired CA1117132A (fr)	1977-03-03	1978-02-27	Methode de lutte contre les insectes au moyen de composes du type triorganoetain

Country Status (13)

Country	Link
JP (1)	JPS53108930A (fr)
AU (1)	AU514511B2 (fr)
BE (1)	BE864360A (fr)
BR (1)	BR7801204A (fr)
CA (1)	CA1117132A (fr)
DE (1)	DE2805987A1 (fr)
DK (1)	DK95778A (fr)
ES (1)	ES467414A1 (fr)
FR (1)	FR2382457A1 (fr)
GB (1)	GB1579410A (fr)
IT (1)	IT1103083B (fr)
NL (1)	NL7802351A (fr)
SE (1)	SE7802325L (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS55115807A (en) *	1979-03-02	1980-09-06	Kanesho Kk	Acaricide in agriculture and horticulture
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

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3226292A (en) *	1962-04-18	1965-12-28	Dow Chemical Co	Bis(tripropyltin) oxide anthelmintic composition and method of using same

1978
- 1978-02-02 GB GB4300/78A patent/GB1579410A/en not_active Expired
- 1978-02-13 DE DE19782805987 patent/DE2805987A1/de not_active Withdrawn
- 1978-02-20 AU AU33436/78A patent/AU514511B2/en not_active Expired
- 1978-02-23 FR FR7805219A patent/FR2382457A1/fr active Pending
- 1978-02-27 CA CA000297818A patent/CA1117132A/fr not_active Expired
- 1978-02-27 BE BE185519A patent/BE864360A/fr unknown
- 1978-02-28 BR BR7801204A patent/BR7801204A/pt unknown
- 1978-02-28 IT IT09361/78A patent/IT1103083B/it active
- 1978-03-01 SE SE7802325A patent/SE7802325L/xx unknown
- 1978-03-01 ES ES467414A patent/ES467414A1/es not_active Expired
- 1978-03-02 DK DK95778A patent/DK95778A/da not_active Application Discontinuation
- 1978-03-03 NL NL7802351A patent/NL7802351A/xx not_active Application Discontinuation
- 1978-03-03 JP JP2368478A patent/JPS53108930A/ja active Pending

Also Published As

Publication number	Publication date
ES467414A1 (es)	1978-10-16
DK95778A (da)	1978-09-04
DE2805987A1 (de)	1978-11-02
JPS53108930A (en)	1978-09-22
FR2382457A1 (fr)	1978-09-29
SE7802325L (sv)	1978-09-04
AU3343678A (en)	1979-08-30
BR7801204A (pt)	1979-01-02
IT7809361A0 (it)	1978-02-28
NL7802351A (nl)	1978-09-05
BE864360A (fr)	1978-06-16
AU514511B2 (en)	1981-02-12
IT1103083B (it)	1985-10-14
GB1579410A (en)	1980-11-19

Legal Events

Date	Code	Title	Description
1999-01-26	MKEX	Expiry

Publication	Publication Date	Title
CA1072559A (fr)	1980-02-26	Esters pyridine substituee-methyl d'acides carboxyliques et de cyclopropane; leur emploi comme insecticides
US2910402A (en)	1959-10-27	Compositions and methods for destroying insects
US4222950A (en)	1980-09-16	Method for preparing triorganotin halide
US3789057A (en)	1974-01-29	A process for preparing symetrical triorganotin halides
US3003916A (en)	1961-10-10	Vinyl phosphate insecticides
US4058545A (en)	1977-11-15	Method for preparing tri(β-substituted phenethyl)tin halides
KR920002887B1 (ko)	1992-04-06	오르가노틴 화합물의 제조방법
US3790611A (en)	1974-02-05	Tris(cyclohexylalkyl)tin or hexakis(cyclohexylalkyl)tin compounds
US3784580A (en)	1974-01-08	Organosulfonylmethyl(trihydrocarbyl)tin compounds
US4065480A (en)	1977-12-27	Process for preparing substituted cyclopropycarbinyl compounds
US3923998A (en)	1975-12-02	Certain triorganotin compounds used to combat plant fungi
GB1579410A (en)	1980-11-19	Triorganotin compounds and method for combating insects using same
US4010276A (en)	1977-03-01	Certain triorganotin compounds used to combat mites
US3609173A (en)	1971-09-28	Tricyclohexyltin phenolates and the preparation thereof
US4096268A (en)	1978-06-20	1-Methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid esters and a method of use for combating insects or acarids
EP0037092A1 (fr)	1981-10-07	Di-éthers d'hydroquinone, leur utilisation et compositions acaricides les contenant
CA1097651A (fr)	1981-03-17	Traduction non-disponible
US4191698A (en)	1980-03-04	Tricyclopentyltin fluoride
US3117146A (en)	1964-01-07	Organotin hydroxides
US3311649A (en)	1967-03-28	Preparation of distannanes
CA1048928A (fr)	1979-02-20	Methode pour combattre les moisissures et les mites a l'aide de certains composes de triorganotin
CA1084837A (fr)	1980-09-02	Composes insecticides et ovicides et methode d'utilisation
US3906103A (en)	1975-09-16	Pesticidal composition and method
US3148203A (en)	1964-09-08	Organic carbonate esters
US3892863A (en)	1975-07-01	Fungicidal and miticidal method containing triorganotin compounds