GB886479A - Improvements in or relating to úf-xylene derivatives - Google Patents
Improvements in or relating to úf-xylene derivativesInfo
- Publication number
- GB886479A GB886479A GB14516/59A GB1451659A GB886479A GB 886479 A GB886479 A GB 886479A GB 14516/59 A GB14516/59 A GB 14516/59A GB 1451659 A GB1451659 A GB 1451659A GB 886479 A GB886479 A GB 886479A
- Authority
- GB
- United Kingdom
- Prior art keywords
- xylene
- halogen atoms
- trichloro
- tetrachloro
- halogen
- Prior art date
- 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
Links
- 125000005843 halogen group Chemical group 0.000 abstract 7
- 150000001875 compounds Chemical class 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- 239000000460 chlorine Substances 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 239000011737 fluorine Substances 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 230000000361 pesticidal effect Effects 0.000 abstract 2
- 239000003209 petroleum derivative Substances 0.000 abstract 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 2
- 239000008096 xylene Substances 0.000 abstract 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- 239000005909 Kieselgur Substances 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000013543 active substance Substances 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 abstract 1
- 239000004927 clay Substances 0.000 abstract 1
- ZQKKGHXDMUVUFH-UHFFFAOYSA-N cyclohexanone;propan-2-one Chemical compound CC(C)=O.O=C1CCCCC1 ZQKKGHXDMUVUFH-UHFFFAOYSA-N 0.000 abstract 1
- 239000002270 dispersing agent Substances 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 230000001804 emulsifying effect Effects 0.000 abstract 1
- 239000000417 fungicide Substances 0.000 abstract 1
- 230000002140 halogenating effect Effects 0.000 abstract 1
- 239000004009 herbicide Substances 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 239000003350 kerosene Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 230000001069 nematicidal effect Effects 0.000 abstract 1
- 239000005645 nematicide Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 150000002903 organophosphorus compounds Chemical class 0.000 abstract 1
- 239000000575 pesticide Substances 0.000 abstract 1
- 230000005855 radiation Effects 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 238000001953 recrystallisation Methods 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- 239000002689 soil Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 239000000454 talc Substances 0.000 abstract 1
- 229910052623 talc Inorganic materials 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 238000009736 wetting Methods 0.000 abstract 1
- 239000000080 wetting agent Substances 0.000 abstract 1
- -1 xylene glycols Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/02—Monocyclic aromatic halogenated hydrocarbons
- C07C25/125—Halogenated xylenes
-
- 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention comprises halogen derivatives of m-xylene having the general formula <FORM:0886479/IV (b)/1> wherein n is 0 to 2, X1 and X3 are halogen atoms, and X2 and X4 are hydrogen and/or halogen atoms, any free bonds being satisfied by hydrogen, and wherein n is 0, X2, X3, and X4 are halogen atoms. The halogen atoms may be chlorine, fluorine, bromine, or iodine. Specified compounds of the stated formula include a , a 1, 4, 6 - tetrachloro - m - xylene, a , 4 - di - chloro - m - xylene, a , a 1, 4 - trichloro - m - xylene, a , a , 4, 6 - tetrachloro - m - xylene, a , 4, 6 - trichloro - m - xylene, and a , a , a 1 - trichloro-m-xylene. The compounds may be obtained by halogenating, preferably with free halogen, m-xylene itself or a nuclearly halogenated derivative thereof, the reaction being carried out in the presence of actinic radiation at a temperature below 80 DEG C., e.g. between -20 DEG C. and +80 DEG C. The reactants are used in no greater than stoichiometric proportions. The reaction may be carried out in the presence of an inert solvent such as carbon tetrachloride, chloroform, and chlorobenzene. The products may be isolated by distillation at reduced pressure and recrystallization from an organic solvent. They may be converted into xylene glycols, or they may be used as pesticides, or as additives to petroleum products.ALSO:Pesticidal compositions contain a carrier and as active agent a compound of the formula <FORM:0886479/VI/1> wherein n is 0 to 2, X1 and X3 are halogen atoms, and X2 and X4 are hydrogen and/or halogen atoms, any free bonds being satisfied by hydrogen, and wherein when n is O, X2, X3 and X4 are halogen atoms. The halogen may be chlorine, fluorine, bromine, or iodine, but chlorine is preferred. Specified compounds of the stated formula include a ,a 1,4,6-tetrachloro-, a ,a ,4,6 - tetrachloro-, a ,4,6 - tri - chloro-, a ,a ,a 1-trichloro-, a ,a 1,4-trichloro-, and a ,4-dichloro-m-xylene. The compositions may contain clay, diatomaceous earth, talc, alumina-silica materials, water, organic liquids such as kerosene, benzene, toluene, xylene, acetone cyclohexanone and petroleum distillate fractions. Wetting, emulsifying and dispersing agents may be present. The compositions may contain in addition to the halogenated m-xylenes, other pesticidal substances, e.g. other chlorinated hydrocarbons, organic phosphorus compounds, foliage and soil fungicides, and pre- and post-emergent herbicides. The compositions may be used as nematocides.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US886479XA | 1958-04-30 | 1958-04-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB886479A true GB886479A (en) | 1962-01-10 |
Family
ID=22212584
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB14516/59A Expired GB886479A (en) | 1958-04-30 | 1959-04-28 | Improvements in or relating to úf-xylene derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB886479A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5283291A (en) * | 1989-12-21 | 1994-02-01 | The Goodyear Tire & Rubber Company | High modulus rubber composition |
-
1959
- 1959-04-28 GB GB14516/59A patent/GB886479A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5283291A (en) * | 1989-12-21 | 1994-02-01 | The Goodyear Tire & Rubber Company | High modulus rubber composition |
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