BE578246A - - Google Patents
Info
- Publication number
- BE578246A BE578246A BE578246DA BE578246A BE 578246 A BE578246 A BE 578246A BE 578246D A BE578246D A BE 578246DA BE 578246 A BE578246 A BE 578246A
- Authority
- BE
- Belgium
- Prior art keywords
- alpha
- xylene
- meta
- sep
- trichloro
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims description 29
- 239000000203 mixture Substances 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 20
- 239000000460 chlorine Substances 0.000 claims description 16
- 238000002360 preparation method Methods 0.000 claims description 14
- 229910052801 chlorine Inorganic materials 0.000 claims description 13
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 125000005843 halogen group Chemical group 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- IVSZLXZYQVIEFR-UHFFFAOYSA-N 1,3-Dimethylbenzene Natural products CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 claims description 6
- 244000005700 microbiome Species 0.000 claims description 6
- SFPXVPWDXSCTBK-UHFFFAOYSA-N 1,5-dichloro-2,4-dimethylbenzene Chemical group CC1=CC(C)=C(Cl)C=C1Cl SFPXVPWDXSCTBK-UHFFFAOYSA-N 0.000 claims description 5
- 238000011161 development Methods 0.000 claims description 5
- XRWJRKIZRWEUNU-UHFFFAOYSA-N 1,5-dichloro-2-(chloromethyl)-4-methylbenzene Chemical group CC1=CC(CCl)=C(Cl)C=C1Cl XRWJRKIZRWEUNU-UHFFFAOYSA-N 0.000 claims description 4
- BNINSXCMJBCDPZ-UHFFFAOYSA-N 1-chloro-4-(chloromethyl)-2-methylbenzene Chemical group CC1=CC(CCl)=CC=C1Cl BNINSXCMJBCDPZ-UHFFFAOYSA-N 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- -1 chlorine 4-chloro-meta-xylene Chemical group 0.000 claims description 3
- 230000001069 nematicidal effect Effects 0.000 claims description 3
- VDXLAYAQGYCQEO-UHFFFAOYSA-N 2-chloro-1,3-dimethylbenzene Chemical group CC1=CC=CC(C)=C1Cl VDXLAYAQGYCQEO-UHFFFAOYSA-N 0.000 claims description 2
- 230000005855 radiation Effects 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 3
- 238000005660 chlorination reaction Methods 0.000 claims 1
- 230000026030 halogenation Effects 0.000 claims 1
- 238000005658 halogenation reaction Methods 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 description 12
- 241000233866 Fungi Species 0.000 description 9
- 230000000855 fungicidal effect Effects 0.000 description 9
- 230000035784 germination Effects 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 239000002689 soil Substances 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 239000007788 liquid Substances 0.000 description 7
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 7
- 229910052753 mercury Inorganic materials 0.000 description 7
- 241000244206 Nematoda Species 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 201000010099 disease Diseases 0.000 description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 4
- 238000000921 elemental analysis Methods 0.000 description 4
- 230000003071 parasitic effect Effects 0.000 description 4
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- 241001157812 Alternaria brassicicola Species 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 241000244199 Panagrellus redivivus Species 0.000 description 3
- 241000209504 Poaceae Species 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 239000000417 fungicide Substances 0.000 description 3
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 241001518731 Monilinia fructicola Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000003958 fumigation Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 230000002363 herbicidal effect Effects 0.000 description 2
- 239000004009 herbicide Substances 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 230000001473 noxious effect Effects 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000004382 potting Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- FUZMBIPHAGPZEY-UHFFFAOYSA-N 2,4-dichloro-5-methylbenzaldehyde Chemical compound CC1=CC(C=O)=C(Cl)C=C1Cl FUZMBIPHAGPZEY-UHFFFAOYSA-N 0.000 description 1
- JZHJDKCFOSYOSS-UHFFFAOYSA-N 2-chloro-1-(chloromethyl)-3-methylbenzene Chemical group CC1=CC=CC(CCl)=C1Cl JZHJDKCFOSYOSS-UHFFFAOYSA-N 0.000 description 1
- XMLSSXNKAAVXDY-UHFFFAOYSA-N 3-(diethylamino)-n-(4-hydroxy-9,10-dioxoanthracen-1-yl)propanamide;hydrochloride Chemical compound Cl.O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC=C2NC(=O)CCN(CC)CC XMLSSXNKAAVXDY-UHFFFAOYSA-N 0.000 description 1
- KGYVJUSBRARRBU-UHFFFAOYSA-N 5,5-dimethylcyclohexa-1,3-diene Chemical group CC1(C)CC=CC=C1 KGYVJUSBRARRBU-UHFFFAOYSA-N 0.000 description 1
- 241001550224 Apha Species 0.000 description 1
- 235000011293 Brassica napus Nutrition 0.000 description 1
- 240000008100 Brassica rapa Species 0.000 description 1
- 235000000540 Brassica rapa subsp rapa Nutrition 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 241001143352 Meloidogyne Species 0.000 description 1
- 241001518729 Monilinia Species 0.000 description 1
- 241000244205 Panagrellus Species 0.000 description 1
- 244000062793 Sorghum vulgare Species 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 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
- 239000003054 catalyst Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000013461 intermediate chemical Substances 0.000 description 1
- 230000009545 invasion Effects 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 235000019713 millet Nutrition 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- 235000015927 pasta Nutrition 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 238000004525 petroleum distillation Methods 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000007226 seed germination Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 230000004763 spore germination Effects 0.000 description 1
- 239000010421 standard material Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- NTUBJKOTTSFEEV-UHFFFAOYSA-N tetrachloro-m-xylene Chemical group CC1=C(Cl)C(C)=C(Cl)C(Cl)=C1Cl NTUBJKOTTSFEEV-UHFFFAOYSA-N 0.000 description 1
- 238000012549 training Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C22/00—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom
- C07C22/02—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings
- C07C22/04—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
- C07C17/14—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the side-chain of aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C21/00—Acyclic unsaturated compounds containing halogen atoms
- C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
- C07C21/215—Halogenated polyenes with more than two carbon-to-carbon double bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE578246A true BE578246A (cs) |
Family
ID=190971
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE578246D BE578246A (cs) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE578246A (cs) |
-
0
- BE BE578246D patent/BE578246A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH632394A5 (en) | 2-Aryl-1,3-cyclohexanedione pesticides and process for preparing them | |
| BE529063A (cs) | ||
| BE578246A (cs) | ||
| FR2532938A1 (fr) | Nouveaux derives du thiophene, leur preparation et leur utilisation en tant que fongicides | |
| CH635568A5 (fr) | 3-chloro-2,6-dinitro-n-(phenyl substitue)-4-(trifluoromethyl) benzenamines fongicides. | |
| CH629765A5 (fr) | Bis-carbamoyloximino disulfures n-substitues symetriques pesticides. | |
| LU86116A1 (fr) | Compositions herbicides selectives ayant une action prolongee et contenant,a titre d'ingredient actif,des derives d'alpha-chloracetamide | |
| CH616827A5 (cs) | ||
| EP0012703B1 (fr) | Dérivés de phosphates de N-phényle N-(alcoxycarbonylalcoyle)acétamides, procédé pour leur préparation et les compositions fongicides les contenant | |
| BE865114A (fr) | Esters et thiolesters d'acides amines, procede d'obtention et application a titre pesticides. | |
| EP0000852B1 (fr) | Procédé de traitement des cultures utilisant des dérivés de dichloroacétamide ou de trichloroacétamide, nouveaux dérivés de dichloroacétamide ou de trichloroacétamide utilisables à cet effet et procédé pour leur préparation | |
| FR2462430A1 (fr) | Nouvelles 1,2,4-triazolidine-3,5-dithiones trisubstituees en positions 1, 2 et 4, composition les contenant et leur utilisation comme herbicides et comme substances de croissance des plantes | |
| FR2479215A1 (fr) | Oxo-2 halogeno-4 oxetannes et procede pour les preparer | |
| CH554886A (fr) | Procede de preparation de thiadiazoles. | |
| FR2530237A1 (fr) | Acetamides substitues possedant des proprietes d'antidotes, leur preparation, compositions antidotes contenant ces composes et compositions herbicides selectives contenant ces antidotes | |
| BE826376A (fr) | Dinitroanilines | |
| EP0131522B1 (fr) | Nouveaux uraciles substitués comportant en position 1 un groupement phényloxy carbonyl substitué, leur préparation et les compositions herbicides les renfermant | |
| BE578251A (cs) | ||
| CH368483A (fr) | Procédé de préparation de méthacrylates de dinitrophényles | |
| BE578249A (cs) | ||
| EP0021939A1 (fr) | Hydrazino (ou azido) alkylthio-5 pyrimidines, leurs procédés de préparation et leurs utilisations comme herbicides et fongicides | |
| BE568662A (cs) | ||
| EP0767166B1 (fr) | Procédé de préparation d'isocyanates d'acyle | |
| CH570391A5 (en) | 1,3,4-Thiadiazole herbicides and fungicides - prepd. by reaction of carbamoyl chlorides with alkali metal derivs. of 2-amino-1,3,4-thiadiazoles | |
| FR2460110A1 (fr) | Nouveaux agents fongicides et bactericides a base d'halogenoacetamides |