IL43876A - Plant regulator compositions based on 2-hydroxycycloalkyl quaternary ammonium compounds and new compounds of this type - Google Patents
Plant regulator compositions based on 2-hydroxycycloalkyl quaternary ammonium compounds and new compounds of this typeInfo
- Publication number
- IL43876A IL43876A IL43876A IL4387673A IL43876A IL 43876 A IL43876 A IL 43876A IL 43876 A IL43876 A IL 43876A IL 4387673 A IL4387673 A IL 4387673A IL 43876 A IL43876 A IL 43876A
- Authority
- IL
- Israel
- Prior art keywords
- growth
- bromine
- radical
- untreated
- compounds
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 46
- 239000000203 mixture Substances 0.000 title claims description 34
- -1 undecyl radical Chemical class 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- 230000008635 plant growth Effects 0.000 claims description 9
- 230000033228 biological regulation Effects 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- VWPVWMBZWQLAIV-UHFFFAOYSA-M decyl-(2-hydroxycyclohexyl)-dimethylazanium;bromide Chemical compound [Br-].CCCCCCCCCC[N+](C)(C)C1CCCCC1O VWPVWMBZWQLAIV-UHFFFAOYSA-M 0.000 claims description 3
- UNTYSRMMLALYJQ-UHFFFAOYSA-M dodecyl-(2-hydroxycyclohexyl)-dimethylazanium;bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)C1CCCCC1O UNTYSRMMLALYJQ-UHFFFAOYSA-M 0.000 claims description 3
- DAKNFAPUXKGBNJ-UHFFFAOYSA-M (2-hydroxycyclohexyl)-dimethyl-undecylazanium;bromide Chemical compound [Br-].CCCCCCCCCCC[N+](C)(C)C1CCCCC1O DAKNFAPUXKGBNJ-UHFFFAOYSA-M 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 9
- 229910052794 bromium Inorganic materials 0.000 claims 9
- 125000001246 bromo group Chemical group Br* 0.000 claims 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 4
- GDNCXORZAMVMIW-UHFFFAOYSA-N dodecane Chemical group [CH2]CCCCCCCCCCC GDNCXORZAMVMIW-UHFFFAOYSA-N 0.000 claims 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 150000001805 chlorine compounds Chemical group 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical group I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims 1
- 229910052740 iodine Chemical group 0.000 claims 1
- 239000011630 iodine Chemical group 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 229930195734 saturated hydrocarbon Natural products 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 description 36
- 230000012010 growth Effects 0.000 description 26
- 206010053759 Growth retardation Diseases 0.000 description 18
- 231100000001 growth retardation Toxicity 0.000 description 18
- 238000009472 formulation Methods 0.000 description 16
- 240000000560 Citrus x paradisi Species 0.000 description 13
- 239000004480 active ingredient Substances 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 239000007864 aqueous solution Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 7
- 239000007921 spray Substances 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 239000002270 dispersing agent Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 230000035040 seed growth Effects 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 240000008067 Cucumis sativus Species 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 230000006578 abscission Effects 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- 230000009969 flowable effect Effects 0.000 description 4
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 231100000167 toxic agent Toxicity 0.000 description 4
- 239000003440 toxic substance Substances 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- UFUVLAQFZSUWHR-UHFFFAOYSA-N 2-(dimethylamino)cyclohexan-1-ol Chemical compound CN(C)C1CCCCC1O UFUVLAQFZSUWHR-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical class CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 3
- 240000004658 Medicago sativa Species 0.000 description 3
- 235000017587 Medicago sativa ssp. sativa Nutrition 0.000 description 3
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 230000001133 acceleration Effects 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- MFTZMMPNTAAXET-UHFFFAOYSA-M (2-acetyloxycyclohexyl)-dodecyl-dimethylazanium;bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)C1CCCCC1OC(C)=O MFTZMMPNTAAXET-UHFFFAOYSA-M 0.000 description 2
- BMWXKXFLDPRWOV-UHFFFAOYSA-M (2-hydroxycyclohexyl)-dimethyl-octylazanium;bromide Chemical compound [Br-].CCCCCCCC[N+](C)(C)C1CCCCC1O BMWXKXFLDPRWOV-UHFFFAOYSA-M 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- 231100000674 Phytotoxicity Toxicity 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 230000010933 acylation Effects 0.000 description 2
- 238000005917 acylation reaction Methods 0.000 description 2
- 239000003905 agrochemical Substances 0.000 description 2
- 230000034994 death Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000004495 emulsifiable concentrate Substances 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000004009 herbicide Substances 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 2
- 150000003839 salts Chemical group 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 230000004936 stimulating effect Effects 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- ZCOFAWMJIYIHNT-UHFFFAOYSA-M (2-hydroxycyclohexyl)-dimethyl-nonylazanium;bromide Chemical compound [Br-].CCCCCCCCC[N+](C)(C)C1CCCCC1O ZCOFAWMJIYIHNT-UHFFFAOYSA-M 0.000 description 1
- XCIJVPYOYOQYDZ-UHFFFAOYSA-M (2-hydroxycyclohexyl)-dimethyl-pentadecylazanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCC[N+](C)(C)C1CCCCC1O XCIJVPYOYOQYDZ-UHFFFAOYSA-M 0.000 description 1
- GLSVCLQMYBNAJZ-UHFFFAOYSA-M (2-hydroxycyclohexyl)-dimethyl-tetradecylazanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCC[N+](C)(C)C1CCCCC1O GLSVCLQMYBNAJZ-UHFFFAOYSA-M 0.000 description 1
- HUXJOPCSZRTVJK-UHFFFAOYSA-M (2-hydroxycyclohexyl)-dimethyl-tridecylazanium;bromide Chemical compound [Br-].CCCCCCCCCCCCC[N+](C)(C)C1CCCCC1O HUXJOPCSZRTVJK-UHFFFAOYSA-M 0.000 description 1
- VMKOFRJSULQZRM-UHFFFAOYSA-N 1-bromooctane Chemical compound CCCCCCCCBr VMKOFRJSULQZRM-UHFFFAOYSA-N 0.000 description 1
- PQMCFTMVQORYJC-UHFFFAOYSA-N 2-aminocyclohexan-1-ol Chemical class NC1CCCCC1O PQMCFTMVQORYJC-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 238000012935 Averaging Methods 0.000 description 1
- 241001133184 Colletotrichum agaves Species 0.000 description 1
- 235000009849 Cucumis sativus Nutrition 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 241000219823 Medicago Species 0.000 description 1
- 235000010624 Medicago sativa Nutrition 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000001347 alkyl bromides Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000002547 anomalous effect Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- ZWAJLVLEBYIOTI-UHFFFAOYSA-N cyclohexene oxide Chemical compound C1CCCC2OC21 ZWAJLVLEBYIOTI-UHFFFAOYSA-N 0.000 description 1
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohexene oxide Natural products O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- CRPOUZQWHJYTMS-UHFFFAOYSA-N dialuminum;magnesium;disilicate Chemical compound [Mg+2].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] CRPOUZQWHJYTMS-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- WMYMGQIVIVCVRQ-UHFFFAOYSA-N dimethyl(octyl)azanium;bromide Chemical compound Br.CCCCCCCCN(C)C WMYMGQIVIVCVRQ-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 210000000416 exudates and transudate Anatomy 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- FTEHTRAMJXJZBE-UHFFFAOYSA-M heptyl-(2-hydroxycyclohexyl)-dimethylazanium;bromide Chemical compound [Br-].CCCCCCC[N+](C)(C)C1CCCCC1O FTEHTRAMJXJZBE-UHFFFAOYSA-M 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- MFLMYFVIROLIRS-UHFFFAOYSA-M hexadecyl-(2-hydroxycyclohexyl)-dimethylazanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C1CCCCC1O MFLMYFVIROLIRS-UHFFFAOYSA-M 0.000 description 1
- UZZDLDLKIDEKRO-UHFFFAOYSA-M hexan-3-yl-(2-hydroxycyclohexyl)-dimethylazanium;bromide Chemical compound [Br-].CCCC(CC)[N+](C)(C)C1CCCCC1O UZZDLDLKIDEKRO-UHFFFAOYSA-M 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229910003480 inorganic solid Inorganic materials 0.000 description 1
- 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 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 230000028514 leaf abscission Effects 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Natural products CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000017074 necrotic cell death Effects 0.000 description 1
- 230000017066 negative regulation of growth Effects 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 231100000208 phytotoxic Toxicity 0.000 description 1
- 230000000885 phytotoxic effect Effects 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000013138 pruning Methods 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 239000003128 rodenticide Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 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
- 150000003505 terpenes Chemical group 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical class CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 238000009966 trimming Methods 0.000 description 1
- 230000008511 vegetative development Effects 0.000 description 1
- 230000009105 vegetative growth Effects 0.000 description 1
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US31912672A | 1972-12-29 | 1972-12-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL43876A0 IL43876A0 (en) | 1974-05-16 |
| IL43876A true IL43876A (en) | 1977-06-30 |
Family
ID=23240963
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL43876A IL43876A (en) | 1972-12-29 | 1973-12-20 | Plant regulator compositions based on 2-hydroxycycloalkyl quaternary ammonium compounds and new compounds of this type |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS4994829A (es) |
| AR (1) | AR214962A1 (es) |
| BR (1) | BR7310238D0 (es) |
| ES (1) | ES421908A1 (es) |
| IL (1) | IL43876A (es) |
| IT (1) | IT1056213B (es) |
-
1973
- 1973-12-20 IL IL43876A patent/IL43876A/en unknown
- 1973-12-24 IT IT843273A patent/IT1056213B/it active
- 1973-12-28 BR BR1023873A patent/BR7310238D0/pt unknown
- 1973-12-28 JP JP14481173A patent/JPS4994829A/ja active Pending
- 1973-12-28 AR AR25176973A patent/AR214962A1/es active
- 1973-12-29 ES ES421908A patent/ES421908A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BR7310238D0 (pt) | 1974-08-15 |
| JPS4994829A (es) | 1974-09-09 |
| ES421908A1 (es) | 1976-04-16 |
| IL43876A0 (en) | 1974-05-16 |
| AR214962A1 (es) | 1979-08-31 |
| IT1056213B (it) | 1982-01-30 |
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