BE554679A - - Google Patents
Info
- Publication number
- BE554679A BE554679A BE554679DA BE554679A BE 554679 A BE554679 A BE 554679A BE 554679D A BE554679D A BE 554679DA BE 554679 A BE554679 A BE 554679A
- Authority
- BE
- Belgium
- Prior art keywords
- sep
- isothiocyanate
- sulfone
- composition
- found
- Prior art date
Links
- 239000000203 mixture Substances 0.000 claims description 73
- 150000002540 isothiocyanates Chemical class 0.000 claims description 62
- 150000001875 compounds Chemical class 0.000 claims description 40
- -1 sulfonylphenyl Chemical group 0.000 claims description 30
- 239000004480 active ingredient Substances 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 239000007787 solid Substances 0.000 claims description 22
- 150000003457 sulfones Chemical class 0.000 claims description 20
- 239000000443 aerosol Substances 0.000 claims description 14
- 239000006185 dispersion Substances 0.000 claims description 13
- 239000000126 substance Substances 0.000 claims description 13
- 238000009835 boiling Methods 0.000 claims description 11
- 239000000843 powder Substances 0.000 claims description 9
- ZWZVWGITAAIFPS-UHFFFAOYSA-N thiophosgene Chemical compound ClC(Cl)=S ZWZVWGITAAIFPS-UHFFFAOYSA-N 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- 239000003085 diluting agent Substances 0.000 claims description 7
- 239000003995 emulsifying agent Substances 0.000 claims description 7
- 239000000839 emulsion Substances 0.000 claims description 7
- 239000003960 organic solvent Substances 0.000 claims description 6
- 239000000725 suspension Substances 0.000 claims description 6
- 230000000855 fungicidal effect Effects 0.000 claims description 5
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 239000003921 oil Substances 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 239000003981 vehicle Substances 0.000 claims description 5
- KWQZWFQITGWDGV-UHFFFAOYSA-N 5-isothiocyanato-6-sulfonylcyclohexa-1,3-diene Chemical compound S(=O)(=O)=C1C(C=CC=C1)N=C=S KWQZWFQITGWDGV-UHFFFAOYSA-N 0.000 claims description 4
- 239000002270 dispersing agent Substances 0.000 claims description 4
- 239000000375 suspending agent Substances 0.000 claims description 4
- 239000000080 wetting agent Substances 0.000 claims description 4
- 239000003849 aromatic solvent Substances 0.000 claims description 3
- 239000000346 nonvolatile oil Substances 0.000 claims description 3
- RYFZYYUIAZYQLC-UHFFFAOYSA-N perchloromethyl mercaptan Chemical compound ClSC(Cl)(Cl)Cl RYFZYYUIAZYQLC-UHFFFAOYSA-N 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical compound CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 claims description 3
- 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 claims description 2
- MBDUIEKYVPVZJH-UHFFFAOYSA-N 1-ethylsulfonylethane Chemical compound CCS(=O)(=O)CC MBDUIEKYVPVZJH-UHFFFAOYSA-N 0.000 claims description 2
- JEXYCADTAFPULN-UHFFFAOYSA-N 1-propylsulfonylpropane Chemical compound CCCS(=O)(=O)CCC JEXYCADTAFPULN-UHFFFAOYSA-N 0.000 claims description 2
- 229910021626 Tin(II) chloride Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000002485 combustion reaction Methods 0.000 claims description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000003380 propellant Substances 0.000 claims description 2
- 239000000779 smoke Substances 0.000 claims description 2
- 239000001119 stannous chloride Substances 0.000 claims description 2
- 235000011150 stannous chloride Nutrition 0.000 claims description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims 2
- IQKOVLZJPVVLOZ-UHFFFAOYSA-N 1-o-tert-butyl 3-o-ethyl piperazine-1,3-dicarboxylate Chemical compound CCOC(=O)C1CN(C(=O)OC(C)(C)C)CCN1 IQKOVLZJPVVLOZ-UHFFFAOYSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000002131 composite material Substances 0.000 claims 1
- 238000011065 in-situ storage Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 238000002360 preparation method Methods 0.000 description 26
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Substances ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 25
- 239000000243 solution Substances 0.000 description 25
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 24
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 20
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 238000002844 melting Methods 0.000 description 14
- 230000008018 melting Effects 0.000 description 14
- 241000196324 Embryophyta Species 0.000 description 13
- 229960001701 chloroform Drugs 0.000 description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 229920001817 Agar Polymers 0.000 description 8
- 240000003768 Solanum lycopersicum Species 0.000 description 8
- 239000008272 agar Substances 0.000 description 8
- 208000015181 infectious disease Diseases 0.000 description 7
- 239000003208 petroleum Substances 0.000 description 7
- 239000005995 Aluminium silicate Substances 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 241000233866 Fungi Species 0.000 description 6
- 235000012211 aluminium silicate Nutrition 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 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 6
- 238000010992 reflux Methods 0.000 description 6
- 235000011430 Malus pumila Nutrition 0.000 description 5
- 235000015103 Malus silvestris Nutrition 0.000 description 5
- 241000222291 Passalora fulva Species 0.000 description 5
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
- 239000007921 spray Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 244000141359 Malus pumila Species 0.000 description 4
- 241000233679 Peronosporaceae Species 0.000 description 4
- 240000003705 Senecio vulgaris Species 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000007900 aqueous suspension Substances 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- 240000007087 Apium graveolens Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 3
- 241000209140 Triticum Species 0.000 description 3
- 235000021307 Triticum Nutrition 0.000 description 3
- XAKBSHICSHRJCL-UHFFFAOYSA-N [CH2]C(=O)C1=CC=CC=C1 Chemical group [CH2]C(=O)C1=CC=CC=C1 XAKBSHICSHRJCL-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 239000003517 fume Substances 0.000 description 3
- 230000035784 germination Effects 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 3
- 230000003902 lesion Effects 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 239000011343 solid material Substances 0.000 description 3
- QLRBNEZOQPLERN-UHFFFAOYSA-N (sulfonylamino)benzene Chemical compound O=S(=O)=NC1=CC=CC=C1 QLRBNEZOQPLERN-UHFFFAOYSA-N 0.000 description 2
- QFMDFTQOJHFVNR-UHFFFAOYSA-N 1-[2,2-dichloro-1-(4-ethylphenyl)ethyl]-4-ethylbenzene Chemical compound C1=CC(CC)=CC=C1C(C(Cl)Cl)C1=CC=C(CC)C=C1 QFMDFTQOJHFVNR-UHFFFAOYSA-N 0.000 description 2
- TXBIITITEGKVRG-UHFFFAOYSA-N 1-hexylsulfonyl-4-isothiocyanatobenzene Chemical compound C(CCCCC)S(=O)(=O)C1=CC=C(C=C1)N=C=S TXBIITITEGKVRG-UHFFFAOYSA-N 0.000 description 2
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 2
- FBSPARWZQMEZEU-UHFFFAOYSA-N 3-methyl-1-(3-methylbutylsulfonyl)butane Chemical compound CC(C)CCS(=O)(=O)CCC(C)C FBSPARWZQMEZEU-UHFFFAOYSA-N 0.000 description 2
- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 235000015849 Apium graveolens Dulce Group Nutrition 0.000 description 2
- 235000010591 Appio Nutrition 0.000 description 2
- 241000123650 Botrytis cinerea Species 0.000 description 2
- 241001529717 Corticium <basidiomycota> Species 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 241001337928 Podosphaera leucotricha Species 0.000 description 2
- 241000233639 Pythium Species 0.000 description 2
- 241000813090 Rhizoctonia solani Species 0.000 description 2
- 206010039509 Scab Diseases 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
- 241000722133 Tilletia Species 0.000 description 2
- 241000317942 Venturia <ichneumonid wasp> Species 0.000 description 2
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000005997 bromomethyl group Chemical group 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 description 2
- 208000002925 dental caries Diseases 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 238000003898 horticulture Methods 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- PBAFRCRIAMCUKZ-UHFFFAOYSA-N (4-methylsulfonylphenyl) thiocyanate Chemical compound CS(=O)(=O)C1=CC=C(SC#N)C=C1 PBAFRCRIAMCUKZ-UHFFFAOYSA-N 0.000 description 1
- VWVZFHRDLPHBEG-UHFFFAOYSA-N 1-(chloromethyl)-4-methylsulfanylbenzene Chemical group CSC1=CC=C(CCl)C=C1 VWVZFHRDLPHBEG-UHFFFAOYSA-N 0.000 description 1
- QTPNYNXBWBDLKT-UHFFFAOYSA-N 1-(dichloromethylsulfonyl)-4-isothiocyanatobenzene Chemical compound ClC(S(=O)(=O)C1=CC=C(C=C1)N=C=S)Cl QTPNYNXBWBDLKT-UHFFFAOYSA-N 0.000 description 1
- TUDDXKYVUMVQHR-UHFFFAOYSA-N 1-benzylsulfonyl-4-isothiocyanatobenzene Chemical compound C(C1=CC=CC=C1)S(=O)(=O)C1=CC=C(C=C1)N=C=S TUDDXKYVUMVQHR-UHFFFAOYSA-N 0.000 description 1
- QWPHUDXQVAYVAP-UHFFFAOYSA-N 1-chloro-2-isothiocyanato-4-methylsulfonylbenzene Chemical compound CS(=O)(=O)C1=CC(=C(C=C1)Cl)N=C=S QWPHUDXQVAYVAP-UHFFFAOYSA-N 0.000 description 1
- QISRMHPCKWPHDK-UHFFFAOYSA-N 1-chloro-4-(2-methylpropylsulfanyl)benzene Chemical compound CC(C)CSC1=CC=C(Cl)C=C1 QISRMHPCKWPHDK-UHFFFAOYSA-N 0.000 description 1
- WAFZLIUGPYJQIS-UHFFFAOYSA-N 1-chloro-4-(2-methylpropylsulfonyl)benzene Chemical compound CC(C)CS(=O)(=O)C1=CC=C(Cl)C=C1 WAFZLIUGPYJQIS-UHFFFAOYSA-N 0.000 description 1
- RWIQBTLWENXMRJ-UHFFFAOYSA-N 1-chloro-4-[(4-chloro-3-nitrophenyl)methylsulfonylmethyl]-2-nitrobenzene Chemical compound C1=C(Cl)C([N+](=O)[O-])=CC(CS(=O)(=O)CC=2C=C(C(Cl)=CC=2)[N+]([O-])=O)=C1 RWIQBTLWENXMRJ-UHFFFAOYSA-N 0.000 description 1
- IPKMJXNLTCUQPW-UHFFFAOYSA-N 1-chloro-4-ethylsulfanylbenzene Chemical compound CCSC1=CC=C(Cl)C=C1 IPKMJXNLTCUQPW-UHFFFAOYSA-N 0.000 description 1
- WKDRVRBBKZEGFP-UHFFFAOYSA-N 1-isothiocyanato-4-(3-methylbutylsulfonyl)benzene Chemical compound CC(CCS(=O)(=O)C1=CC=C(C=C1)N=C=S)C WKDRVRBBKZEGFP-UHFFFAOYSA-N 0.000 description 1
- FMHBQVCLDGQWET-UHFFFAOYSA-N 1-isothiocyanato-4-propan-2-ylsulfonylbenzene Chemical compound CC(C)S(=O)(=O)C1=CC=C(N=C=S)C=C1 FMHBQVCLDGQWET-UHFFFAOYSA-N 0.000 description 1
- XMJOAZKUTPHAQT-UHFFFAOYSA-N 1-methyl-4-(4-methyl-3-nitrophenyl)sulfonyl-2-nitrobenzene Chemical compound C1=C([N+]([O-])=O)C(C)=CC=C1S(=O)(=O)C1=CC=C(C)C([N+]([O-])=O)=C1 XMJOAZKUTPHAQT-UHFFFAOYSA-N 0.000 description 1
- TYBSAXQGELBODE-UHFFFAOYSA-N 2-(4-aminophenyl)sulfonyl-1-phenylethanone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)CC(=O)C1=CC=CC=C1 TYBSAXQGELBODE-UHFFFAOYSA-N 0.000 description 1
- LGAJYTCRJPCZRJ-UHFFFAOYSA-N 2-bromopentane Chemical compound CCCC(C)Br LGAJYTCRJPCZRJ-UHFFFAOYSA-N 0.000 description 1
- HMMCKNRGRBISIV-UHFFFAOYSA-N 2-chloro-5-(3-methylbutylsulfonyl)aniline Chemical compound CC(CCS(=O)(=O)C1=CC(=C(C=C1)Cl)N)C HMMCKNRGRBISIV-UHFFFAOYSA-N 0.000 description 1
- IRBFYVGHWXVTKE-UHFFFAOYSA-N 2-chloro-5-ethylsulfonylaniline Chemical compound CCS(=O)(=O)C1=CC=C(Cl)C(N)=C1 IRBFYVGHWXVTKE-UHFFFAOYSA-N 0.000 description 1
- JZYXWKXXTIMVOA-UHFFFAOYSA-N 2-chloro-5-methylsulfonylaniline Chemical compound CS(=O)(=O)C1=CC=C(Cl)C(N)=C1 JZYXWKXXTIMVOA-UHFFFAOYSA-N 0.000 description 1
- GUZUWSRUQYJVBV-UHFFFAOYSA-N 2-chloro-5-propylsulfonylaniline Chemical compound C(CC)S(=O)(=O)C1=CC(=C(C=C1)Cl)N GUZUWSRUQYJVBV-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- AIRCUKSSERIWCS-UHFFFAOYSA-N 2-isothiocyanato-1-methyl-4-methylsulfonylbenzene Chemical compound CC1=C(C=C(C=C1)S(=O)(=O)C)N=C=S AIRCUKSSERIWCS-UHFFFAOYSA-N 0.000 description 1
- QALKLBYSMSGFAY-UHFFFAOYSA-N 2-methyl-5-propylsulfonylaniline Chemical compound CCCS(=O)(=O)C1=CC=C(C)C(N)=C1 QALKLBYSMSGFAY-UHFFFAOYSA-N 0.000 description 1
- XWUJSAXHQJZQCG-UHFFFAOYSA-N 3-amino-1,3-diazaspiro[4.4]nonane-2,4-dione Chemical compound O=C1N(N)C(=O)NC11CCCC1 XWUJSAXHQJZQCG-UHFFFAOYSA-N 0.000 description 1
- GPAPPPVRLPGFEQ-UHFFFAOYSA-N 4,4'-dichlorodiphenyl sulfone Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C1=CC=C(Cl)C=C1 GPAPPPVRLPGFEQ-UHFFFAOYSA-N 0.000 description 1
- JQJVGSXHBSTCRU-UHFFFAOYSA-N 4-(3-methylbutylsulfonyl)aniline Chemical compound CC(C)CCS(=O)(=O)C1=CC=C(N)C=C1 JQJVGSXHBSTCRU-UHFFFAOYSA-N 0.000 description 1
- PATCFVJYXLKPCD-UHFFFAOYSA-N 4-(dichloromethylsulfonyl)aniline Chemical compound NC1=CC=C(S(=O)(=O)C(Cl)Cl)C=C1 PATCFVJYXLKPCD-UHFFFAOYSA-N 0.000 description 1
- VLHZKBJNAOSNIP-UHFFFAOYSA-N 4-butylsulfonyl-1-chloro-2-nitrobenzene Chemical compound ClC1=C(C=C(C=C1)S(=O)(=O)CCCC)[N+](=O)[O-] VLHZKBJNAOSNIP-UHFFFAOYSA-N 0.000 description 1
- VZXOZSQDJJNBRC-UHFFFAOYSA-N 4-chlorobenzenethiol Chemical compound SC1=CC=C(Cl)C=C1 VZXOZSQDJJNBRC-UHFFFAOYSA-N 0.000 description 1
- XJEVFFNOMKXBLU-UHFFFAOYSA-N 4-methylsulfonylaniline Chemical compound CS(=O)(=O)C1=CC=C(N)C=C1 XJEVFFNOMKXBLU-UHFFFAOYSA-N 0.000 description 1
- DIHIFAYUBGSXGR-UHFFFAOYSA-N 4-propan-2-ylsulfonylaniline Chemical compound CC(C)S(=O)(=O)C1=CC=C(N)C=C1 DIHIFAYUBGSXGR-UHFFFAOYSA-N 0.000 description 1
- 206010003497 Asphyxia Diseases 0.000 description 1
- 241001465180 Botrytis Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- SJPLCZLGMMCWAX-UHFFFAOYSA-N ClC1=C(C=C(C=C1)S(=O)(=O)CCCC)N=C=S Chemical compound ClC1=C(C=C(C=C1)S(=O)(=O)CCCC)N=C=S SJPLCZLGMMCWAX-UHFFFAOYSA-N 0.000 description 1
- ZERULLAPCVRMCO-UHFFFAOYSA-N Dipropyl sulfide Chemical compound CCCSCCC ZERULLAPCVRMCO-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 244000081841 Malus domestica Species 0.000 description 1
- 241001518836 Monilinia fructigena Species 0.000 description 1
- AOMUHOFOVNGZAN-UHFFFAOYSA-N N,N-bis(2-hydroxyethyl)dodecanamide Chemical compound CCCCCCCCCCCC(=O)N(CCO)CCO AOMUHOFOVNGZAN-UHFFFAOYSA-N 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 1
- 241000896238 Oidium Species 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 241000549435 Pria Species 0.000 description 1
- 241000599030 Pythium debaryanum Species 0.000 description 1
- 206010041235 Snoring Diseases 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 241000228452 Venturia inaequalis Species 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- MXOAEAUPQDYUQM-UHFFFAOYSA-N chlorphenesin Chemical group OCC(O)COC1=CC=C(Cl)C=C1 MXOAEAUPQDYUQM-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- FJBFPHVGVWTDIP-UHFFFAOYSA-N dibromomethane Chemical compound BrCBr FJBFPHVGVWTDIP-UHFFFAOYSA-N 0.000 description 1
- KTIDLZJZARSLET-UHFFFAOYSA-N dichloro(dichloromethylsulfonyl)methane Chemical compound ClC(Cl)S(=O)(=O)C(Cl)Cl KTIDLZJZARSLET-UHFFFAOYSA-N 0.000 description 1
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000003958 fumigation Methods 0.000 description 1
- 244000053095 fungal pathogen Species 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical class C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 239000003595 mist Substances 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
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- XLKGNUJJVXTDGU-UHFFFAOYSA-N n-phenyl-2-sulfonylacetamide Chemical compound O=S(=O)=CC(=O)NC1=CC=CC=C1 XLKGNUJJVXTDGU-UHFFFAOYSA-N 0.000 description 1
- NYAZXHASVIWIRJ-UHFFFAOYSA-N nitridosulfidocarbon(.) Chemical compound [S]C#N NYAZXHASVIWIRJ-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 230000004763 spore germination Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- CYFLXLSBHQBMFT-UHFFFAOYSA-N sulfamoxole Chemical group O1C(C)=C(C)N=C1NS(=O)(=O)C1=CC=C(N)C=C1 CYFLXLSBHQBMFT-UHFFFAOYSA-N 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000003760 tallow Substances 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
- 239000012085 test solution Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C331/00—Derivatives of thiocyanic acid or of isothiocyanic acid
- C07C331/16—Isothiocyanates
- C07C331/28—Isothiocyanates having isothiocyanate groups bound to carbon atoms of six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE554679A true BE554679A (d) |
Family
ID=179042
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE554679D BE554679A (d) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE554679A (d) |
-
0
- BE BE554679D patent/BE554679A/fr unknown
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