CA1046520A - Hydrures (hydrocarbylphenylsulfonyl)-z ethyltrimethyles d'etain - Google Patents

Hydrures (hydrocarbylphenylsulfonyl)-z ethyltrimethyles d'etain

Info

Publication number: CA1046520A
Authority: CA; Canada
Prior art keywords: carbon atoms; compound; compounds; formula; vinyl sulfone
Prior art date: 1974-12-26
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

CA221,913A

Other languages

English (en)

Inventor

Richard J. Strunk

Winchester L. Hubbard

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.)

UNIROYAL

Original Assignee

UNIROYAL

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.)

1974-12-26

Filing date

1975-03-12

Publication date

1979-01-16

1975-03-12 Application filed by UNIROYAL filed Critical UNIROYAL

1979-01-16 Application granted granted Critical

1979-01-16 Publication of CA1046520A publication Critical patent/CA1046520A/fr

Status Expired legal-status Critical Current

Links

125000004432 carbon atom Chemical group C* 0.000 claims abstract description 24
125000000217 alkyl group Chemical group 0.000 claims abstract description 10
125000003342 alkenyl group Chemical group 0.000 claims abstract description 6
150000001875 compounds Chemical class 0.000 claims description 70
238000000034 method Methods 0.000 claims description 23
241000238631 Hexapoda Species 0.000 claims description 11
UKHQRARQNZOXRL-UHFFFAOYSA-N trimethyltin Chemical compound C[SnH](C)C UKHQRARQNZOXRL-UHFFFAOYSA-N 0.000 claims description 9
-1 trimethyltin halide Chemical class 0.000 claims description 7
239000000376 reactant Substances 0.000 claims description 5
238000006243 chemical reaction Methods 0.000 claims description 4
XUCGDKWYZOHBKB-UHFFFAOYSA-N 1-tert-butyl-4-ethenylsulfonylbenzene Chemical compound CC(C)(C)C1=CC=C(S(=O)(=O)C=C)C=C1 XUCGDKWYZOHBKB-UHFFFAOYSA-N 0.000 claims description 3
MRNMLVBRNCWFPR-UHFFFAOYSA-N 2-(4-tert-butylphenyl)sulfonylethyl-trimethylstannane Chemical compound CC(C)(C)C1=CC=C(S(=O)(=O)CC[Sn](C)(C)C)C=C1 MRNMLVBRNCWFPR-UHFFFAOYSA-N 0.000 claims description 3
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 3
238000002360 preparation method Methods 0.000 claims description 3
VZQFRPMWVXCURA-UHFFFAOYSA-N 1-ethenylsulfonyl-4-methylbenzene Chemical compound CC1=CC=C(S(=O)(=O)C=C)C=C1 VZQFRPMWVXCURA-UHFFFAOYSA-N 0.000 claims description 2
239000012298 atmosphere Substances 0.000 claims description 2
FDALGNHZVQVGMQ-UHFFFAOYSA-N trimethyl-[2-(4-methylphenyl)sulfonylethyl]stannane Chemical compound CC1=CC=C(S(=O)(=O)CC[Sn](C)(C)C)C=C1 FDALGNHZVQVGMQ-UHFFFAOYSA-N 0.000 claims 2
230000001678 irradiating effect Effects 0.000 claims 1
239000000203 mixture Substances 0.000 abstract description 19
238000009472 formulation Methods 0.000 abstract description 16
230000000749 insecticidal effect Effects 0.000 abstract description 3
KXCAEQNNTZANTK-UHFFFAOYSA-N stannane Chemical class [SnH4] KXCAEQNNTZANTK-UHFFFAOYSA-N 0.000 abstract description 3
238000004519 manufacturing process Methods 0.000 abstract 1
241000196324 Embryophyta Species 0.000 description 27
238000012360 testing method Methods 0.000 description 25
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 14
241000238876 Acari Species 0.000 description 10
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
241001124076 Aphididae Species 0.000 description 8
229920000742 Cotton Polymers 0.000 description 7
244000299507 Gossypium hirsutum Species 0.000 description 7
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
239000007921 spray Substances 0.000 description 7
239000000126 substance Substances 0.000 description 7
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
239000000243 solution Substances 0.000 description 6
239000002904 solvent Substances 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
239000000443 aerosol Substances 0.000 description 5
AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 description 5
238000005481 NMR spectroscopy Methods 0.000 description 4
241000607479 Yersinia pestis Species 0.000 description 4
239000007787 solid Substances 0.000 description 4
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 4
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
241000256244 Heliothis virescens Species 0.000 description 3
240000005979 Hordeum vulgare Species 0.000 description 3
235000007340 Hordeum vulgare Nutrition 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 3
239000000969 carrier Substances 0.000 description 3
239000012141 concentrate Substances 0.000 description 3
235000008504 concentrate Nutrition 0.000 description 3
235000005911 diet Nutrition 0.000 description 3
230000037213 diet Effects 0.000 description 3
238000010790 dilution Methods 0.000 description 3
239000012895 dilution Substances 0.000 description 3
239000002270 dispersing agent Substances 0.000 description 3
239000002917 insecticide Substances 0.000 description 3
239000002689 soil Substances 0.000 description 3
238000005507 spraying Methods 0.000 description 3
150000003457 sulfones Chemical class 0.000 description 3
229910052718 tin Inorganic materials 0.000 description 3
150000003606 tin compounds Chemical class 0.000 description 3
OHQHTGPOBOEUTN-UHFFFAOYSA-N 1-ethenylsulfonyl-4-propylbenzene Chemical compound CCCC1=CC=C(S(=O)(=O)C=C)C=C1 OHQHTGPOBOEUTN-UHFFFAOYSA-N 0.000 description 2
RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 2
241000254175 Anthonomus grandis Species 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
241000233866 Fungi Species 0.000 description 2
235000011430 Malus pumila Nutrition 0.000 description 2
244000070406 Malus silvestris Species 0.000 description 2
235000015103 Malus silvestris Nutrition 0.000 description 2
241000167882 Rhopalosiphum maidis Species 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
235000021307 Triticum Nutrition 0.000 description 2
241000209140 Triticum Species 0.000 description 2
240000008042 Zea mays Species 0.000 description 2
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
235000002017 Zea mays subsp mays Nutrition 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
230000000895 acaricidal effect Effects 0.000 description 2
239000000642 acaricide Substances 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
235000005822 corn Nutrition 0.000 description 2
239000012153 distilled water Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000004009 herbicide Substances 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
239000011707 mineral Substances 0.000 description 2
238000005580 one pot reaction Methods 0.000 description 2
239000000575 pesticide Substances 0.000 description 2
229920003023 plastic Polymers 0.000 description 2
239000004033 plastic Substances 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000005297 pyrex Substances 0.000 description 2
238000001953 recrystallisation Methods 0.000 description 2
229910000080 stannane Inorganic materials 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
239000000725 suspension Substances 0.000 description 2
230000009885 systemic effect Effects 0.000 description 2
LYRCQNDYYRPFMF-UHFFFAOYSA-N trimethyltin Chemical compound C[Sn](C)C LYRCQNDYYRPFMF-UHFFFAOYSA-N 0.000 description 2
235000015112 vegetable and seed oil Nutrition 0.000 description 2
239000008158 vegetable oil Substances 0.000 description 2
239000000080 wetting agent Substances 0.000 description 2
OWFJMIVZYSDULZ-PXOLEDIWSA-N (4s,4ar,5s,5ar,6s,12ar)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide Chemical compound C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[C@H]4[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]4(O)C(=O)C3=C(O)C2=C1O OWFJMIVZYSDULZ-PXOLEDIWSA-N 0.000 description 1
RCSXTCVDYLQDMI-UHFFFAOYSA-N 1,4-dicyclohexyl-2-ethenylsulfonylbenzene Chemical compound C=CS(=O)(=O)C1=CC(C2CCCCC2)=CC=C1C1CCCCC1 RCSXTCVDYLQDMI-UHFFFAOYSA-N 0.000 description 1
MHWLBJPVHQCLEQ-UHFFFAOYSA-N 1-but-2-enyl-4-ethenylsulfonylbenzene Chemical compound CC=CCC1=CC=C(S(=O)(=O)C=C)C=C1 MHWLBJPVHQCLEQ-UHFFFAOYSA-N 0.000 description 1
ALCOTHDMAPOYNH-UHFFFAOYSA-N 1-butan-2-yl-4-ethenylsulfonylbenzene Chemical compound CCC(C)C1=CC=C(S(=O)(=O)C=C)C=C1 ALCOTHDMAPOYNH-UHFFFAOYSA-N 0.000 description 1
UIXFWVMYPCLTHH-UHFFFAOYSA-N 1-butyl-4-ethenylsulfonylbenzene Chemical compound CCCCC1=CC=C(S(=O)(=O)C=C)C=C1 UIXFWVMYPCLTHH-UHFFFAOYSA-N 0.000 description 1
YPCIXMKMNSNOGM-UHFFFAOYSA-N 1-cyclohexyl-4-ethenylsulfonylbenzene Chemical compound C1=CC(S(=O)(=O)C=C)=CC=C1C1CCCCC1 YPCIXMKMNSNOGM-UHFFFAOYSA-N 0.000 description 1
BHCKSJXAGDGIHF-UHFFFAOYSA-N 1-decyl-4-ethenylsulfonylbenzene Chemical compound CCCCCCCCCCC1=CC=C(S(=O)(=O)C=C)C=C1 BHCKSJXAGDGIHF-UHFFFAOYSA-N 0.000 description 1
MCYVIRSTTUWICZ-UHFFFAOYSA-N 1-dodecyl-4-ethenylsulfonylbenzene Chemical compound CCCCCCCCCCCCC1=CC=C(S(=O)(=O)C=C)C=C1 MCYVIRSTTUWICZ-UHFFFAOYSA-N 0.000 description 1
DLSRHAYVACIKPU-UHFFFAOYSA-N 1-ethenylsulfonyl-2,4-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(S(=O)(=O)C=C)C(C(C)C)=C1 DLSRHAYVACIKPU-UHFFFAOYSA-N 0.000 description 1
SHVNNEITRVILKU-UHFFFAOYSA-N 1-ethenylsulfonyl-2,4-diethylbenzene Chemical compound CCC1=CC=C(S(=O)(=O)C=C)C(CC)=C1 SHVNNEITRVILKU-UHFFFAOYSA-N 0.000 description 1
ALLJHECTJQCHSD-UHFFFAOYSA-N 1-ethenylsulfonyl-2,4-dimethylbenzene Chemical compound CC1=CC=C(S(=O)(=O)C=C)C(C)=C1 ALLJHECTJQCHSD-UHFFFAOYSA-N 0.000 description 1
SXXOFGHBBYZIRM-UHFFFAOYSA-N 1-ethenylsulfonyl-4-ethylbenzene Chemical compound CCC1=CC=C(S(=O)(=O)C=C)C=C1 SXXOFGHBBYZIRM-UHFFFAOYSA-N 0.000 description 1
LZTURPFWDGIHQA-UHFFFAOYSA-N 1-ethenylsulfonyl-4-heptylbenzene Chemical compound CCCCCCCC1=CC=C(S(=O)(=O)C=C)C=C1 LZTURPFWDGIHQA-UHFFFAOYSA-N 0.000 description 1
GFDSBMQCJRXTQQ-UHFFFAOYSA-N 1-ethenylsulfonyl-4-hexylbenzene Chemical compound CCCCCCC1=CC=C(S(=O)(=O)C=C)C=C1 GFDSBMQCJRXTQQ-UHFFFAOYSA-N 0.000 description 1
UZEBTOSELBSKQY-UHFFFAOYSA-N 1-ethenylsulfonyl-4-nonylbenzene Chemical compound CCCCCCCCCC1=CC=C(S(=O)(=O)C=C)C=C1 UZEBTOSELBSKQY-UHFFFAOYSA-N 0.000 description 1
BDTIVFNQZGIXJS-UHFFFAOYSA-N 1-ethenylsulfonyl-4-octylbenzene Chemical compound CCCCCCCCC1=CC=C(S(=O)(=O)C=C)C=C1 BDTIVFNQZGIXJS-UHFFFAOYSA-N 0.000 description 1
RFLZKDVGPOYJBQ-UHFFFAOYSA-N 1-ethenylsulfonyl-4-tridecylbenzene Chemical compound CCCCCCCCCCCCCC1=CC=C(S(=O)(=O)C=C)C=C1 RFLZKDVGPOYJBQ-UHFFFAOYSA-N 0.000 description 1
125000000143 2-carboxyethyl group Chemical group [H]OC(=O)C([H])([H])C([H])([H])* 0.000 description 1
125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 1
XELDNQNGOHSVQO-UHFFFAOYSA-N 2-ethenylsulfonyl-1,3,5-triethylbenzene Chemical compound CCC1=CC(CC)=C(S(=O)(=O)C=C)C(CC)=C1 XELDNQNGOHSVQO-UHFFFAOYSA-N 0.000 description 1
ZVBCEXWSUULAPQ-UHFFFAOYSA-N 2-ethenylsulfonyl-1,3,5-trimethylbenzene Chemical compound CC1=CC(C)=C(S(=O)(=O)C=C)C(C)=C1 ZVBCEXWSUULAPQ-UHFFFAOYSA-N 0.000 description 1
CCELUXCKRFXDIL-UHFFFAOYSA-N 2-ethenylsulfonyl-1,4-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(C(C)C)C(S(=O)(=O)C=C)=C1 CCELUXCKRFXDIL-UHFFFAOYSA-N 0.000 description 1
VOIMNUFELLGCRX-UHFFFAOYSA-N 2-ethenylsulfonyl-1,4-diethylbenzene Chemical compound CCC1=CC=C(CC)C(S(=O)(=O)C=C)=C1 VOIMNUFELLGCRX-UHFFFAOYSA-N 0.000 description 1
TZFKPFLWXSPFOE-UHFFFAOYSA-N 2-ethenylsulfonyl-1,4-dimethylbenzene Chemical compound CC1=CC=C(C)C(S(=O)(=O)C=C)=C1 TZFKPFLWXSPFOE-UHFFFAOYSA-N 0.000 description 1
125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 1
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 1
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 description 1
PVOFOTFMUDGWTA-UHFFFAOYSA-N 4-ethenylsulfonyl-1,2-dimethylbenzene Chemical compound CC1=CC=C(S(=O)(=O)C=C)C=C1C PVOFOTFMUDGWTA-UHFFFAOYSA-N 0.000 description 1
241000256111 Aedes <genus> Species 0.000 description 1
229920001817 Agar Polymers 0.000 description 1
235000013479 Amaranthus retroflexus Nutrition 0.000 description 1
244000055702 Amaranthus viridis Species 0.000 description 1
235000004135 Amaranthus viridis Nutrition 0.000 description 1
241000239223 Arachnida Species 0.000 description 1
241000726103 Atta Species 0.000 description 1
241000894006 Bacteria Species 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
235000009344 Chenopodium album Nutrition 0.000 description 1
235000005484 Chenopodium berlandieri Nutrition 0.000 description 1
235000009332 Chenopodium rubrum Nutrition 0.000 description 1
235000007516 Chrysanthemum Nutrition 0.000 description 1
244000189548 Chrysanthemum x morifolium Species 0.000 description 1
241000238586 Cirripedia Species 0.000 description 1
241000254173 Coleoptera Species 0.000 description 1
241000254171 Curculionidae Species 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
241000255925 Diptera Species 0.000 description 1
241000256257 Heliothis Species 0.000 description 1
206010061217 Infestation Diseases 0.000 description 1
241000256602 Isoptera Species 0.000 description 1
241000255777 Lepidoptera Species 0.000 description 1
240000000233 Melia azedarach Species 0.000 description 1
244000061176 Nicotiana tabacum Species 0.000 description 1
235000002637 Nicotiana tabacum Nutrition 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
241001163743 Perlodes Species 0.000 description 1
241000305186 Persectania ewingii Species 0.000 description 1
229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
241001201614 Prays Species 0.000 description 1
241000208422 Rhododendron Species 0.000 description 1
206010039509 Scab Diseases 0.000 description 1
229920006328 Styrofoam Polymers 0.000 description 1
239000004809 Teflon Substances 0.000 description 1
229920006362 Teflon® Polymers 0.000 description 1
229920004890 Triton X-100 Polymers 0.000 description 1
208000003152 Yellow Fever Diseases 0.000 description 1
230000005856 abnormality Effects 0.000 description 1
239000008272 agar Substances 0.000 description 1
235000010419 agar Nutrition 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000004414 alkyl thio group Chemical group 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
238000013459 approach Methods 0.000 description 1
125000004391 aryl sulfonyl group Chemical group 0.000 description 1
125000005110 aryl thio group Chemical group 0.000 description 1
230000003115 biocidal effect Effects 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
235000013339 cereals Nutrition 0.000 description 1
238000004440 column chromatography Methods 0.000 description 1
238000011161 development Methods 0.000 description 1
238000007865 diluting Methods 0.000 description 1
201000010099 disease Diseases 0.000 description 1
231100000676 disease causative agent Toxicity 0.000 description 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
230000002500 effect on skin Effects 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
239000004210 ether based solvent Substances 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
VDYIOWXZMNKCHN-UHFFFAOYSA-N ethyl(trimethyl)stannane Chemical compound CC[Sn](C)(C)C VDYIOWXZMNKCHN-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
235000013305 food Nutrition 0.000 description 1
235000014105 formulated food Nutrition 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
239000008187 granular material Substances 0.000 description 1
150000004678 hydrides Chemical class 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical group 0.000 description 1
239000003701 inert diluent Substances 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
230000002147 killing effect Effects 0.000 description 1
MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
CSHCPECZJIEGJF-UHFFFAOYSA-N methyltin Chemical group [Sn]C CSHCPECZJIEGJF-UHFFFAOYSA-N 0.000 description 1
239000010445 mica Substances 0.000 description 1
229910052618 mica group Inorganic materials 0.000 description 1
238000002156 mixing Methods 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000003921 oil Substances 0.000 description 1
235000019198 oils Nutrition 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
230000000361 pesticidal effect Effects 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
239000002985 plastic film Substances 0.000 description 1
229920006255 plastic film Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
239000000047 product Substances 0.000 description 1
239000011253 protective coating Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
230000003248 secreting effect Effects 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
235000002639 sodium chloride Nutrition 0.000 description 1
239000012265 solid product Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000008261 styrofoam Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
125000003107 substituted aryl group Chemical group 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
239000003053 toxin Substances 0.000 description 1
231100000765 toxin Toxicity 0.000 description 1
108700012359 toxins Proteins 0.000 description 1
238000012546 transfer Methods 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
230000000007 visual effect Effects 0.000 description 1
239000011782 vitamin Substances 0.000 description 1
229940088594 vitamin Drugs 0.000 description 1
229930003231 vitamin Natural products 0.000 description 1
235000013343 vitamin Nutrition 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
- C07F7/2224—Compounds having one or more tin-oxygen linkages

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

CA221,913A 1974-12-26 1975-03-12 Hydrures (hydrocarbylphenylsulfonyl)-z ethyltrimethyles d'etain Expired CA1046520A (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US53667974A	1974-12-26	1974-12-26

Publications (1)

Publication Number	Publication Date
CA1046520A true CA1046520A (fr)	1979-01-16

Family

ID=24139474

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA221,913A Expired CA1046520A (fr)	1974-12-26	1975-03-12	Hydrures (hydrocarbylphenylsulfonyl)-z ethyltrimethyles d'etain

Country Status (2)

Country	Link
BE (1)	BE836972A (fr)
CA (1)	CA1046520A (fr)

1975
- 1975-03-12 CA CA221,913A patent/CA1046520A/fr not_active Expired
- 1975-12-22 BE BE163035A patent/BE836972A/fr unknown

Also Published As

Publication number	Publication date
BE836972A (fr)	1976-06-22

Publication	Publication Date	Title
US3976672A (en)	1976-08-24	(Hydrocarbylphenylsulfonyl)alkyltrimethylstannanes
CA1082205A (fr)	1980-07-22	Esters d'acides 2-alkyle superieur-3-hydroxy-1,4- naphtaquinone-carboxyliques efficaces comme acaracides et aphicides
DE2360631A1 (de)	1974-06-12	1,2,4-triazolylphosphorsaeure- bzw. phosphonsaeureester, verfahren zu ihrer herstellung und ihre verwendung
US3820975A (en)	1974-06-28	Method for controlling plant growth with substituted cyclohexenones
US2994638A (en)	1961-08-01	Agent for combating rodents
CA1046520A (fr)	1979-01-16	Hydrures (hydrocarbylphenylsulfonyl)-z ethyltrimethyles d'etain
US3312725A (en)	1967-04-04	Toxic organotin borates
PL99516B1 (pl)	1978-07-31	Sposob wytwarzania podstawionych pochodnych organocyny
KR920002887B1 (ko)	1992-04-06	오르가노틴 화합물의 제조방법
US4110332A (en)	1978-08-29	1-Triorganostannyl-3-organothio-4-substituted-1,2,4-delta2 -triazolidin-5-ones
EP0049643B1 (fr)	1985-07-17	Composés de bis (phényl substitué) alcoyl d'étain
EP0850239A1 (fr)	1998-07-01	Composes pesticides
CA1236111A (fr)	1988-05-03	Etain-amidoximes pesticides
US4209452A (en)	1980-06-24	Organotin sulfinates as insecticides and acaricides
US4089972A (en)	1978-05-16	Organotin sulfinates as insecticides and acaricides
US4565812A (en)	1986-01-21	Fungicidal tin salts of thienyl and furyl hydroxamic acids, compositions, and method of use therefor
US3920671A (en)	1975-11-18	Certain phosphorus acid esters
US3892863A (en)	1975-07-01	Fungicidal and miticidal method containing triorganotin compounds
US4732894A (en)	1988-03-22	Fungicidal insecticidal and acaricidal tin salts of heterocyclic hydroxamic acids
US4678804A (en)	1987-07-07	Fungicidal benzylthiostannanes
CA1050563A (fr)	1979-03-13	Esters d'acide phosphorique et de phenylsulfonamide a effet pesticide
US4465675A (en)	1984-08-14	Insecticidal and fungicidal 1-alkyl-5-alkylsulfonyl-4-chloropyrazole-3-yl-(thio)phosphates and (thio)phosphonates
US4224338A (en)	1980-09-23	Simultaneous fungicidal and miticidal protection of plants employing certain tin compounds
DK141755B (da)	1980-06-09	Insecticidt, acaricidt, nematodicit og fungicidt virksomme phosphorsyreamidestere til anvendelse ved plantebeskyttelse eller andre tekniske formål.
US4652558A (en)	1987-03-24	2-thio-organotin-4(3H)-quinazolinone