NO136098B - - Google Patents

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Publication number: NO136098B
Authority: NO; Norway
Prior art keywords: solution; chloride; water; added; mol
Prior art date: 1971-04-14

Application number

NO121272A

Other languages

English (en)

Norwegian (no)

Other versions

NO136098C (no

Inventor

G H Reifenberg

M H Gitlitz

Original Assignee

M & T International Nv

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.)

1971-04-14

Filing date

1972-04-10

Publication date

1977-04-12

1972-04-10 Application filed by M & T International Nv filed Critical M & T International Nv

1977-04-12 Publication of NO136098B publication Critical patent/NO136098B/no

1977-07-20 Publication of NO136098C publication Critical patent/NO136098C/no

Links

239000000243 solution Substances 0.000 claims description 59
150000001875 compounds Chemical class 0.000 claims description 56
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 48
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 32
-1 alkyl radical Chemical class 0.000 claims description 29
239000002904 solvent Substances 0.000 claims description 26
238000000034 method Methods 0.000 claims description 23
229910021627 Tin(IV) chloride Inorganic materials 0.000 claims description 18
238000006243 chemical reaction Methods 0.000 claims description 18
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 claims description 18
239000004215 Carbon black (E152) Substances 0.000 claims description 11
229930195733 hydrocarbon Natural products 0.000 claims description 11
125000004432 carbon atom Chemical group C* 0.000 claims description 10
150000002430 hydrocarbons Chemical class 0.000 claims description 10
150000001805 chlorine compounds Chemical class 0.000 claims description 8
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 6
YUDRVAHLXDBKSR-UHFFFAOYSA-N [CH]1CCCCC1 Chemical compound [CH]1CCCCC1 YUDRVAHLXDBKSR-UHFFFAOYSA-N 0.000 claims description 6
238000004519 manufacturing process Methods 0.000 claims description 6
239000006227 byproduct Substances 0.000 claims description 5
230000008569 process Effects 0.000 claims description 4
239000007864 aqueous solution Substances 0.000 claims description 3
239000000203 mixture Substances 0.000 description 64
229910001868 water Inorganic materials 0.000 description 45
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 44
229910052801 chlorine Inorganic materials 0.000 description 43
238000004458 analytical method Methods 0.000 description 41
238000002360 preparation method Methods 0.000 description 35
239000007787 solid Substances 0.000 description 35
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 33
239000000047 product Substances 0.000 description 31
239000007788 liquid Substances 0.000 description 28
239000011541 reaction mixture Substances 0.000 description 22
241000196324 Embryophyta Species 0.000 description 21
238000010992 reflux Methods 0.000 description 19
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
239000012044 organic layer Substances 0.000 description 14
239000004094 surface-active agent Substances 0.000 description 13
150000004795 grignard reagents Chemical class 0.000 description 12
150000004820 halides Chemical class 0.000 description 12
238000003822 preparative gas chromatography Methods 0.000 description 12
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
239000000126 substance Substances 0.000 description 11
239000007818 Grignard reagent Substances 0.000 description 10
235000008504 concentrate Nutrition 0.000 description 10
239000012141 concentrate Substances 0.000 description 10
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 9
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
238000009835 boiling Methods 0.000 description 8
238000002844 melting Methods 0.000 description 8
230000008018 melting Effects 0.000 description 8
239000012074 organic phase Substances 0.000 description 7
238000003756 stirring Methods 0.000 description 7
239000000375 suspending agent Substances 0.000 description 7
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
239000008096 xylene Substances 0.000 description 6
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 5
239000003795 chemical substances by application Substances 0.000 description 5
230000006378 damage Effects 0.000 description 5
SXLXYDPVHCAULH-UHFFFAOYSA-M dibutyl(cyclohexyl)stannanylium;chloride Chemical compound CCCC[Sn](Cl)(CCCC)C1CCCCC1 SXLXYDPVHCAULH-UHFFFAOYSA-M 0.000 description 5
238000004090 dissolution Methods 0.000 description 5
239000000463 material Substances 0.000 description 5
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
239000000725 suspension Substances 0.000 description 5
LWHNFNZUCSZFGX-UHFFFAOYSA-K trichloro(4,4-dicyclohexylbutyl)stannane Chemical compound C1CCCCC1C(CCC[Sn](Cl)(Cl)Cl)C1CCCCC1 LWHNFNZUCSZFGX-UHFFFAOYSA-K 0.000 description 5
239000000080 wetting agent Substances 0.000 description 5
TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 4
JHMOQEGSFHJRKJ-UHFFFAOYSA-N 4,4-dicyclohexylbutyltin Chemical compound C1CCCCC1C(CCC[Sn])C1CCCCC1 JHMOQEGSFHJRKJ-UHFFFAOYSA-N 0.000 description 4
244000046052 Phaseolus vulgaris Species 0.000 description 4
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
229910021626 Tin(II) chloride Inorganic materials 0.000 description 4
229960000583 acetic acid Drugs 0.000 description 4
239000012876 carrier material Substances 0.000 description 4
KWTSZCJMWHGPOS-UHFFFAOYSA-M chloro(trimethyl)stannane Chemical compound C[Sn](C)(C)Cl KWTSZCJMWHGPOS-UHFFFAOYSA-M 0.000 description 4
239000012043 crude product Substances 0.000 description 4
239000002274 desiccant Substances 0.000 description 4
239000006185 dispersion Substances 0.000 description 4
238000001914 filtration Methods 0.000 description 4
229910052731 fluorine Inorganic materials 0.000 description 4
238000010438 heat treatment Methods 0.000 description 4
239000010410 layer Substances 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
125000000962 organic group Chemical group 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
239000000344 soap Substances 0.000 description 4
239000001119 stannous chloride Substances 0.000 description 4
235000011150 stannous chloride Nutrition 0.000 description 4
239000004563 wettable powder Substances 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
241000371644 Curvularia ravenelii Species 0.000 description 3
241000462639 Epilachna varivestis Species 0.000 description 3
241000221785 Erysiphales Species 0.000 description 3
241000233866 Fungi Species 0.000 description 3
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
240000007594 Oryza sativa Species 0.000 description 3
235000010627 Phaseolus vulgaris Nutrition 0.000 description 3
241000221577 Uromyces appendiculatus Species 0.000 description 3
WMJMABVHDMRMJA-UHFFFAOYSA-M [Cl-].[Mg+]C1CCCCC1 Chemical compound [Cl-].[Mg+]C1CCCCC1 WMJMABVHDMRMJA-UHFFFAOYSA-M 0.000 description 3
239000004480 active ingredient Substances 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
239000000969 carrier Substances 0.000 description 3
ZFYPNTXTIAXFDS-UHFFFAOYSA-M chloro-cyclohexyl-dimethylstannane Chemical compound C[Sn](C)(Cl)C1CCCCC1 ZFYPNTXTIAXFDS-UHFFFAOYSA-M 0.000 description 3
238000003776 cleavage reaction Methods 0.000 description 3
238000004821 distillation Methods 0.000 description 3
239000003974 emollient agent Substances 0.000 description 3
238000000605 extraction Methods 0.000 description 3
239000012362 glacial acetic acid Substances 0.000 description 3
239000000575 pesticide Substances 0.000 description 3
238000003918 potentiometric titration Methods 0.000 description 3
239000011343 solid material Substances 0.000 description 3
125000001424 substituent group Chemical group 0.000 description 3
OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 2
QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 description 2
239000005995 Aluminium silicate Substances 0.000 description 2
241001124076 Aphididae Species 0.000 description 2
241001425390 Aphis fabae Species 0.000 description 2
241000894006 Bacteria Species 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
241000238631 Hexapoda Species 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
241000721621 Myzus persicae Species 0.000 description 2
235000007164 Oryza sativa Nutrition 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
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
241001521235 Spodoptera eridania Species 0.000 description 2
241001454293 Tetranychus urticae Species 0.000 description 2
241000607479 Yersinia pestis Species 0.000 description 2
239000000654 additive Substances 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
235000012211 aluminium silicate Nutrition 0.000 description 2
239000008346 aqueous phase Substances 0.000 description 2
239000000440 bentonite Substances 0.000 description 2
229910000278 bentonite Inorganic materials 0.000 description 2
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
230000004071 biological effect Effects 0.000 description 2
239000012455 biphasic mixture Substances 0.000 description 2
YTUOPHMUDGXBFN-UHFFFAOYSA-M butyl-chloro-dimethylstannane Chemical compound CCCC[Sn](C)(C)Cl YTUOPHMUDGXBFN-UHFFFAOYSA-M 0.000 description 2
150000001735 carboxylic acids Chemical class 0.000 description 2
YCXXIKKCDAQPEA-UHFFFAOYSA-M chloro-octyl-dipropylstannane Chemical compound CCCCCCCC[Sn](Cl)(CCC)CCC YCXXIKKCDAQPEA-UHFFFAOYSA-M 0.000 description 2
238000001816 cooling Methods 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
VHELOIOULYEKFL-UHFFFAOYSA-N dimethyl(dioctyl)stannane Chemical compound CCCCCCCC[Sn](C)(C)CCCCCCCC VHELOIOULYEKFL-UHFFFAOYSA-N 0.000 description 2
SBOSGIJGEHWBKV-UHFFFAOYSA-L dioctyltin(2+);dichloride Chemical compound CCCCCCCC[Sn](Cl)(Cl)CCCCCCCC SBOSGIJGEHWBKV-UHFFFAOYSA-L 0.000 description 2
201000010099 disease Diseases 0.000 description 2
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
235000021186 dishes Nutrition 0.000 description 2
238000009826 distribution Methods 0.000 description 2
239000000428 dust Substances 0.000 description 2
239000003995 emulsifying agent Substances 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
235000014666 liquid concentrate Nutrition 0.000 description 2
HQDAZWQQKSJCTM-UHFFFAOYSA-M magnesium;octane;chloride Chemical compound [Mg+2].[Cl-].CCCCCCC[CH2-] HQDAZWQQKSJCTM-UHFFFAOYSA-M 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
235000010755 mineral Nutrition 0.000 description 2
239000011707 mineral Substances 0.000 description 2
238000002156 mixing Methods 0.000 description 2
UNFUYWDGSFDHCW-UHFFFAOYSA-N monochlorocyclohexane Chemical compound ClC1CCCCC1 UNFUYWDGSFDHCW-UHFFFAOYSA-N 0.000 description 2
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
UHUMQRAGTZNULC-UHFFFAOYSA-N octyl(tripropyl)stannane Chemical compound CCCCCCCC[Sn](CCC)(CCC)CCC UHUMQRAGTZNULC-UHFFFAOYSA-N 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
239000003208 petroleum Substances 0.000 description 2
239000012071 phase Substances 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
235000009566 rice Nutrition 0.000 description 2
230000007017 scission Effects 0.000 description 2
229940048181 sodium sulfide nonahydrate Drugs 0.000 description 2
WMDLZMCDBSJMTM-UHFFFAOYSA-M sodium;sulfanide;nonahydrate Chemical compound O.O.O.O.O.O.O.O.O.[Na+].[SH-] WMDLZMCDBSJMTM-UHFFFAOYSA-M 0.000 description 2
239000007921 spray Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
RBAZHXLAXQMWPM-UHFFFAOYSA-N tributyl(cyclohexyl)stannane Chemical compound CCCC[Sn](CCCC)(CCCC)C1CCCCC1 RBAZHXLAXQMWPM-UHFFFAOYSA-N 0.000 description 2
238000009736 wetting Methods 0.000 description 2
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
PJAIMBYNTXNOCN-UHFFFAOYSA-N 3,6-dibromo-1h-indole Chemical compound BrC1=CC=C2C(Br)=CNC2=C1 PJAIMBYNTXNOCN-UHFFFAOYSA-N 0.000 description 1
BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical class CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 1
LXIBELXVJHOSKD-UHFFFAOYSA-K 4,4-dicyclohexylbutyltin(3+);trifluoride Chemical compound [F-].[F-].[F-].C1CCCCC1C(CCC[Sn+3])C1CCCCC1 LXIBELXVJHOSKD-UHFFFAOYSA-K 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 1
RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
235000009051 Ambrosia paniculata var. peruviana Nutrition 0.000 description 1
241000239290 Araneae Species 0.000 description 1
235000003097 Artemisia absinthium Nutrition 0.000 description 1
240000001851 Artemisia dracunculus Species 0.000 description 1
235000017731 Artemisia dracunculus ssp. dracunculus Nutrition 0.000 description 1
235000003261 Artemisia vulgaris Nutrition 0.000 description 1
244000056139 Brassica cretica Species 0.000 description 1
235000003351 Brassica cretica Nutrition 0.000 description 1
235000003343 Brassica rupestris Nutrition 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
241001388466 Bruchus rufimanus Species 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
244000068645 Carya illinoensis Species 0.000 description 1
235000009025 Carya illinoensis Nutrition 0.000 description 1
235000008733 Citrus aurantifolia Nutrition 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
241000896222 Erysiphe polygoni Species 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
240000007049 Juglans regia Species 0.000 description 1
235000009496 Juglans regia Nutrition 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
241001233242 Lontra Species 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
235000017879 Nasturtium officinale Nutrition 0.000 description 1
240000005407 Nasturtium officinale Species 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
235000000497 Primula Nutrition 0.000 description 1
241000208476 Primulaceae Species 0.000 description 1
244000007853 Sarothamnus scoparius Species 0.000 description 1
240000005498 Setaria italica Species 0.000 description 1
241000256248 Spodoptera Species 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
235000011941 Tilia x europaea Nutrition 0.000 description 1
GCTFWCDSFPMHHS-UHFFFAOYSA-M Tributyltin chloride Chemical compound CCCC[Sn](Cl)(CCCC)CCCC GCTFWCDSFPMHHS-UHFFFAOYSA-M 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
240000003307 Zinnia violacea Species 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
150000004703 alkoxides Chemical group 0.000 description 1
229940095564 anhydrous calcium sulfate Drugs 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000011260 aqueous acid Substances 0.000 description 1
239000001138 artemisia absinthium Substances 0.000 description 1
229960000892 attapulgite Drugs 0.000 description 1
238000010533 azeotropic distillation Methods 0.000 description 1
QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
AQNQQHJNRPDOQV-UHFFFAOYSA-N bromocyclohexane Chemical compound BrC1CCCCC1 AQNQQHJNRPDOQV-UHFFFAOYSA-N 0.000 description 1
CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
ISGCVUHZDITLMD-UHFFFAOYSA-N butyl(trimethyl)stannane Chemical compound CCCC[Sn](C)(C)C ISGCVUHZDITLMD-UHFFFAOYSA-N 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
YYRMJZQKEFZXMX-UHFFFAOYSA-N calcium;phosphoric acid Chemical compound [Ca+2].OP(O)(O)=O.OP(O)(O)=O YYRMJZQKEFZXMX-UHFFFAOYSA-N 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
238000007705 chemical test Methods 0.000 description 1
FVFLIQMADUVDSP-UHFFFAOYSA-M chloro(tripropyl)stannane Chemical compound CCC[Sn](Cl)(CCC)CCC FVFLIQMADUVDSP-UHFFFAOYSA-M 0.000 description 1
PAQPGBHOOPWVDJ-UHFFFAOYSA-M chloro-cyclohexyl-dipropylstannane Chemical compound CCC[Sn](Cl)(CCC)C1CCCCC1 PAQPGBHOOPWVDJ-UHFFFAOYSA-M 0.000 description 1
WQFHNEQTOKSESB-UHFFFAOYSA-M chloro-dicyclohexyl-methylstannane Chemical compound C[Sn](C1CCCCC1)(C1CCCCC1)Cl WQFHNEQTOKSESB-UHFFFAOYSA-M 0.000 description 1
VTBLJXCIHGQANZ-UHFFFAOYSA-M chloro-dimethyl-octylstannane Chemical compound CCCCCCCC[Sn](C)(C)Cl VTBLJXCIHGQANZ-UHFFFAOYSA-M 0.000 description 1
HIYNUHJUUDOWAP-UHFFFAOYSA-M chloro-methyl-dioctylstannane Chemical compound C[Sn](CCCCCCCC)(CCCCCCCC)Cl HIYNUHJUUDOWAP-UHFFFAOYSA-M 0.000 description 1
238000004140 cleaning Methods 0.000 description 1
239000000084 colloidal system Substances 0.000 description 1
239000002131 composite material Substances 0.000 description 1
239000002361 compost Substances 0.000 description 1
239000007799 cork Substances 0.000 description 1
239000013058 crude material Substances 0.000 description 1
239000012045 crude solution Substances 0.000 description 1
150000004292 cyclic ethers Chemical class 0.000 description 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
JEUUTTORZMOWKB-UHFFFAOYSA-N cyclohexyl(trihexyl)stannane Chemical compound CCCCCC[Sn](CCCCCC)(CCCCCC)C1CCCCC1 JEUUTTORZMOWKB-UHFFFAOYSA-N 0.000 description 1
FEWVPXQAXJQHKL-UHFFFAOYSA-N cyclohexyl(trimethyl)stannane Chemical compound C[Sn](C)(C)C1CCCCC1 FEWVPXQAXJQHKL-UHFFFAOYSA-N 0.000 description 1
VKAAGRLEXPKJAI-UHFFFAOYSA-N cyclohexyltin Chemical class [Sn]C1CCCCC1 VKAAGRLEXPKJAI-UHFFFAOYSA-N 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
230000018044 dehydration Effects 0.000 description 1
238000006297 dehydration reaction Methods 0.000 description 1
239000008367 deionised water Substances 0.000 description 1
229910021641 deionized water Inorganic materials 0.000 description 1
RJGHQTVXGKYATR-UHFFFAOYSA-L dibutyl(dichloro)stannane Chemical compound CCCC[Sn](Cl)(Cl)CCCC RJGHQTVXGKYATR-UHFFFAOYSA-L 0.000 description 1
ZKYMKDMFYHHSOG-UHFFFAOYSA-N dibutyl(dicyclohexyl)stannane Chemical compound C1CCCCC1[Sn](CCCC)(CCCC)C1CCCCC1 ZKYMKDMFYHHSOG-UHFFFAOYSA-N 0.000 description 1
LSTLNNOJHFUVLF-UHFFFAOYSA-N dibutyl(dimethyl)stannane Chemical compound CCCC[Sn](C)(C)CCCC LSTLNNOJHFUVLF-UHFFFAOYSA-N 0.000 description 1
JZJOCMWUGCDJEZ-UHFFFAOYSA-N dicyclohexyl(dihexyl)stannane Chemical compound C1CCCCC1[Sn](CCCCCC)(CCCCCC)C1CCCCC1 JZJOCMWUGCDJEZ-UHFFFAOYSA-N 0.000 description 1
NXFVDKVUPVYTHC-UHFFFAOYSA-N dicyclohexyl(dimethyl)stannane Chemical compound C1CCCCC1[Sn](C)(C)C1CCCCC1 NXFVDKVUPVYTHC-UHFFFAOYSA-N 0.000 description 1
PZHCWZLMGTUERE-UHFFFAOYSA-N dicyclohexyl(dipropyl)stannane Chemical compound C1CCCCC1[Sn](CCC)(CCC)C1CCCCC1 PZHCWZLMGTUERE-UHFFFAOYSA-N 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
VDQVEACBQKUUSU-UHFFFAOYSA-M disodium;sulfanide Chemical compound [Na+].[Na+].[SH-] VDQVEACBQKUUSU-UHFFFAOYSA-M 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
244000013123 dwarf bean Species 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
235000013305 food Nutrition 0.000 description 1
235000010855 food raising agent Nutrition 0.000 description 1
238000004508 fractional distillation Methods 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hcl hcl Chemical compound Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
239000003864 humus Substances 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
238000011534 incubation Methods 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
239000011630 iodine Substances 0.000 description 1
238000002955 isolation Methods 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
230000002147 killing effect Effects 0.000 description 1
239000004571 lime Substances 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
QUXHCILOWRXCEO-UHFFFAOYSA-M magnesium;butane;chloride Chemical compound [Mg+2].[Cl-].CCC[CH2-] QUXHCILOWRXCEO-UHFFFAOYSA-M 0.000 description 1
CCERQOYLJJULMD-UHFFFAOYSA-M magnesium;carbanide;chloride Chemical compound [CH3-].[Mg+2].[Cl-] CCERQOYLJJULMD-UHFFFAOYSA-M 0.000 description 1
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
YICRPERKKBDRSP-UHFFFAOYSA-N methyl 3-amino-4-methylthiophene-2-carboxylate Chemical compound COC(=O)C=1SC=C(C)C=1N YICRPERKKBDRSP-UHFFFAOYSA-N 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
230000009526 moderate injury Effects 0.000 description 1
235000010460 mustard Nutrition 0.000 description 1
125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
150000002790 naphthalenes Chemical class 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
125000005474 octanoate group Chemical group 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
235000002252 panizo Nutrition 0.000 description 1
239000002245 particle Substances 0.000 description 1
239000008188 pellet Substances 0.000 description 1
239000002367 phosphate rock Substances 0.000 description 1
OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
239000002685 polymerization catalyst Substances 0.000 description 1
239000011698 potassium fluoride Substances 0.000 description 1
239000000843 powder Substances 0.000 description 1
235000014483 powder concentrate Nutrition 0.000 description 1
229910052903 pyrophyllite Inorganic materials 0.000 description 1
239000010453 quartz Substances 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
239000003340 retarding agent Substances 0.000 description 1
238000012552 review Methods 0.000 description 1
239000004576 sand Substances 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
229910052814 silicon oxide Inorganic materials 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
229910052979 sodium sulfide Inorganic materials 0.000 description 1
239000002689 soil Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
230000007480 spreading Effects 0.000 description 1
238000003892 spreading Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
239000002426 superphosphate Substances 0.000 description 1
229920003002 synthetic resin Polymers 0.000 description 1
239000000057 synthetic resin Substances 0.000 description 1
230000009885 systemic effect Effects 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
238000010998 test method Methods 0.000 description 1
VXKWYPOMXBVZSJ-UHFFFAOYSA-N tetramethyltin Chemical compound C[Sn](C)(C)C VXKWYPOMXBVZSJ-UHFFFAOYSA-N 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
150000003606 tin compounds Chemical class 0.000 description 1
YUOWTJMRMWQJDA-UHFFFAOYSA-J tin(iv) fluoride Chemical compound [F-].[F-].[F-].[F-].[Sn+4] YUOWTJMRMWQJDA-UHFFFAOYSA-J 0.000 description 1
231100000167 toxic agent Toxicity 0.000 description 1
239000003440 toxic substance Substances 0.000 description 1
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
YFRLQYJXUZRYDN-UHFFFAOYSA-K trichloro(methyl)stannane Chemical compound C[Sn](Cl)(Cl)Cl YFRLQYJXUZRYDN-UHFFFAOYSA-K 0.000 description 1
VWZWXVXARBLHQI-UHFFFAOYSA-N trimethyl(octyl)stannane Chemical compound CCCCCCCC[Sn](C)(C)C VWZWXVXARBLHQI-UHFFFAOYSA-N 0.000 description 1
238000007514 turning Methods 0.000 description 1
230000007306 turnover Effects 0.000 description 1
238000009827 uniform distribution Methods 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
235000020234 walnut Nutrition 0.000 description 1
238000005406 washing Methods 0.000 description 1
238000005303 weighing Methods 0.000 description 1
239000002023 wood 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
- 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
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/02—Magnesium compounds

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

NO121272A 1971-04-14 1972-04-10 Fremgangsm}te til fremstilling av triorganotinnklorider. NO136098C (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US13404571A	1971-04-14	1971-04-14

Publications (2)

Publication Number	Publication Date
NO136098B true NO136098B (de)	1977-04-12
NO136098C NO136098C (no)	1977-07-20

Family

ID=22461508

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO121272A NO136098C (no)	1971-04-14	1972-04-10	Fremgangsm}te til fremstilling av triorganotinnklorider.

Country Status (12)

Country	Link
AT (2)	AT319663B (de)
BE (1)	BE782029A (de)
CA (1)	CA966145A (de)
CH (1)	CH579093A5 (de)
DE (1)	DE2218211C2 (de)
DK (1)	DK133108C (de)
ES (1)	ES401712A1 (de)
GB (1)	GB1340167A (de)
IT (1)	IT954235B (de)
NL (1)	NL177830C (de)
NO (1)	NO136098C (de)
SE (1)	SE383349B (de)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3475473A (en) *	1966-10-11	1969-10-28	Nitto Kasei Co Ltd	Process for preparing triorganotin halides and bis(triorganotin) oxides
US3471539A (en) *	1967-08-23	1969-10-07	Nitto Kasei Co Ltd	Method for preparing triorganotin halides and bis(triorganotin) oxides
US3475472A (en) *	1967-09-21	1969-10-28	Nitto Kasei Co Ltd	Method for preparing triorganotin halides and bis(triorganotin) oxides
GB1232691A (de) *	1968-04-25	1971-05-19

1972
- 1972-04-07 NL NL7204713A patent/NL177830C/xx not_active IP Right Cessation
- 1972-04-10 NO NO121272A patent/NO136098C/no unknown
- 1972-04-12 GB GB1689472A patent/GB1340167A/en not_active Expired
- 1972-04-12 SE SE471572A patent/SE383349B/xx unknown
- 1972-04-13 BE BE782029A patent/BE782029A/xx not_active IP Right Cessation
- 1972-04-13 ES ES401712A patent/ES401712A1/es not_active Expired
- 1972-04-13 DK DK180872A patent/DK133108C/da not_active IP Right Cessation
- 1972-04-13 IT IT943872A patent/IT954235B/it active
- 1972-04-13 CA CA139,595A patent/CA966145A/en not_active Expired
- 1972-04-14 CH CH551872A patent/CH579093A5/xx not_active IP Right Cessation
- 1972-04-14 AT AT64973A patent/AT319663B/de not_active IP Right Cessation
- 1972-04-14 AT AT331672A patent/AT313917B/de not_active IP Right Cessation
- 1972-04-14 DE DE19722218211 patent/DE2218211C2/de not_active Expired

Also Published As

Publication number	Publication date
NL7204713A (de)	1972-10-17
AT319663B (de)	1975-01-10
NL177830B (nl)	1985-07-01
DE2218211A1 (de)	1972-11-09
DK133108B (da)	1976-03-22
NL177830C (nl)	1985-12-02
CA966145A (en)	1975-04-15
DE2218211C2 (de)	1982-09-16
GB1340167A (en)	1973-12-12
IT954235B (it)	1973-08-30
DK133108C (da)	1976-08-23
AT313917B (de)	1974-03-11
BE782029A (fr)	1972-07-31
SE383349B (sv)	1976-03-08
NO136098C (no)	1977-07-20
ES401712A1 (es)	1975-03-16
CH579093A5 (de)	1976-08-31

Publication	Publication Date	Title
US3789057A (en)	1974-01-29	A process for preparing symetrical triorganotin halides
CA1256116A (en)	1989-06-20	Fungicidal n-cyanoalkyl-n-haloalkylthio sulfonamides
NO136098B (de)	1977-04-12
US3794670A (en)	1974-02-26	Preparation of organotin compounds
US3312725A (en)	1967-04-04	Toxic organotin borates
US4222950A (en)	1980-09-16	Method for preparing triorganotin halide
NO813354L (no)	1982-04-13	Bis(substituerte fenyl)alkyltinn-forbindelser
US4117147A (en)	1978-09-26	Fungicidal compositions and processes
US4058545A (en)	1977-11-15	Method for preparing tri(β-substituted phenethyl)tin halides
US3609173A (en)	1971-09-28	Tricyclohexyltin phenolates and the preparation thereof
US3808264A (en)	1974-04-30	Tris-organotin sulfolenes and sulfolanes
US3299098A (en)	1967-01-17	Phenoxathins and their preparation
US2757119A (en)	1956-07-31	Bis-(2-chloroethyl) chlorofumarate, fungicidal composition of said compound and method of applying same
US4065480A (en)	1977-12-27	Process for preparing substituted cyclopropycarbinyl compounds
US4191698A (en)	1980-03-04	Tricyclopentyltin fluoride
US3790611A (en)	1974-02-05	Tris(cyclohexylalkyl)tin or hexakis(cyclohexylalkyl)tin compounds
US3517104A (en)	1970-06-23	Fungicidal compositions and methods employing dialkyltin,1,4-endoalkylene - 2,3 - dihydrophthages and -1,2,3,6-tetrahydrophthalates
US3454611A (en)	1969-07-08	Dialkyltin substituted phthalates
US3117146A (en)	1964-01-07	Organotin hydroxides
US3709960A (en)	1973-01-09	O-loweralkyl-o-(2-alkoxylcarbonylmethyl)vinyl-monoalkylamido phosphates
US3897553A (en)	1975-07-29	Process for combatting pests using organotin compounds
US3479380A (en)	1969-11-18	Dialkyltin,1,4-endoalkylene-2,3-dihydrophthalates and -1,2,3,6 - tetrahydrophthalates
CA1048928A (en)	1979-02-20	Method for combating fungi and mites using certin triorganotin compounds
US3968208A (en)	1976-07-06	Fungicidal compositions
JPH0353319B2 (de)	1991-08-14