IL26540A - Alpha-(2,4-dichlorophenoxy)-propionic acid methyl ammonium salt and its use as a herbicidal agent - Google Patents
Alpha-(2,4-dichlorophenoxy)-propionic acid methyl ammonium salt and its use as a herbicidal agentInfo
- Publication number
- IL26540A IL26540A IL2654066A IL2654066A IL26540A IL 26540 A IL26540 A IL 26540A IL 2654066 A IL2654066 A IL 2654066A IL 2654066 A IL2654066 A IL 2654066A IL 26540 A IL26540 A IL 26540A
- Authority
- IL
- Israel
- Prior art keywords
- salt
- acid
- dichlorophenoxy
- propionic acid
- monomethyl
- Prior art date
Links
- 239000004009 herbicide Substances 0.000 title claims description 25
- VIPXPUFBKZYEPZ-UHFFFAOYSA-N 2-(2,4-dichlorophenoxy)propanoic acid;methanamine Chemical compound NC.OC(=O)C(C)OC1=CC=C(Cl)C=C1Cl VIPXPUFBKZYEPZ-UHFFFAOYSA-N 0.000 title 1
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical class NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims description 38
- 150000003839 salts Chemical class 0.000 claims description 33
- 239000002253 acid Substances 0.000 claims description 31
- MZHCENGPTKEIGP-UHFFFAOYSA-N 2-(2,4-dichlorophenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1Cl MZHCENGPTKEIGP-UHFFFAOYSA-N 0.000 claims description 30
- 238000002360 preparation method Methods 0.000 claims description 22
- 239000007787 solid Substances 0.000 claims description 22
- 239000000243 solution Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 16
- 239000007864 aqueous solution Substances 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 10
- 239000004606 Fillers/Extenders Substances 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 9
- 241000196324 Embryophyta Species 0.000 claims description 8
- 239000003085 diluting agent Substances 0.000 claims description 7
- 239000000843 powder Substances 0.000 claims description 7
- -1 2 , 4-dichlorophenoxy Chemical group 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 6
- 239000000725 suspension Substances 0.000 claims description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 5
- 238000005119 centrifugation Methods 0.000 claims description 4
- 239000007900 aqueous suspension Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 235000019260 propionic acid Nutrition 0.000 claims 3
- 239000012530 fluid Substances 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
- 239000002689 soil Substances 0.000 claims 1
- 235000002639 sodium chloride Nutrition 0.000 description 28
- 150000001875 compounds Chemical class 0.000 description 22
- 239000002904 solvent Substances 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- 239000007921 spray Substances 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 230000002363 herbicidal effect Effects 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- HFZWRUODUSTPEG-UHFFFAOYSA-N 2,4-dichlorophenol Chemical compound OC1=CC=C(Cl)C=C1Cl HFZWRUODUSTPEG-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- 240000005702 Galium aparine Species 0.000 description 2
- 235000014820 Galium aparine Nutrition 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 240000006694 Stellaria media Species 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 241000209761 Avena Species 0.000 description 1
- 235000007320 Avena fatua Nutrition 0.000 description 1
- 241000209764 Avena fatua Species 0.000 description 1
- 235000007319 Avena orientalis Nutrition 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 235000007238 Secale cereale Nutrition 0.000 description 1
- 244000082988 Secale cereale Species 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000002969 artificial stone Substances 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
- C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
- C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1965F0047477 DE1542791C3 (de) | 1965-10-22 | 1965-10-22 | Monomethylammoniumsalz der a- (2,4-Dichlorphenoxy)-propionsäure in fester Form, Verfahren zu dessen Herstellung sowie dieses enthaltende Herbizide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL26540A true IL26540A (en) | 1970-05-21 |
Family
ID=7101639
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL2654066A IL26540A (en) | 1965-10-22 | 1966-09-20 | Alpha-(2,4-dichlorophenoxy)-propionic acid methyl ammonium salt and its use as a herbicidal agent |
Country Status (10)
| Country | Link |
|---|---|
| AT (1) | AT270298B (enrdf_load_stackoverflow) |
| BE (1) | BE688715A (enrdf_load_stackoverflow) |
| CH (1) | CH478524A (enrdf_load_stackoverflow) |
| DE (1) | DE1542791C3 (enrdf_load_stackoverflow) |
| ES (1) | ES332559A1 (enrdf_load_stackoverflow) |
| FI (1) | FI45398C (enrdf_load_stackoverflow) |
| GB (1) | GB1094347A (enrdf_load_stackoverflow) |
| IL (1) | IL26540A (enrdf_load_stackoverflow) |
| NL (1) | NL156128B (enrdf_load_stackoverflow) |
| SE (1) | SE356038B (enrdf_load_stackoverflow) |
-
1965
- 1965-10-22 DE DE1965F0047477 patent/DE1542791C3/de not_active Expired
-
1966
- 1966-09-20 IL IL2654066A patent/IL26540A/en unknown
- 1966-09-22 CH CH1370866A patent/CH478524A/de not_active IP Right Cessation
- 1966-10-11 AT AT953466A patent/AT270298B/de active
- 1966-10-12 GB GB4553666A patent/GB1094347A/en not_active Expired
- 1966-10-13 SE SE1389866A patent/SE356038B/xx unknown
- 1966-10-14 FI FI271766A patent/FI45398C/fi active
- 1966-10-21 ES ES332559A patent/ES332559A1/es not_active Expired
- 1966-10-21 NL NL6614973A patent/NL156128B/xx not_active IP Right Cessation
- 1966-10-21 BE BE688715D patent/BE688715A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE1542791C3 (de) | 1980-01-17 |
| DE1542791A1 (de) | 1970-07-30 |
| ES332559A1 (es) | 1968-03-16 |
| BE688715A (enrdf_load_stackoverflow) | 1967-04-21 |
| FI45398C (fi) | 1972-06-12 |
| SE356038B (enrdf_load_stackoverflow) | 1973-05-14 |
| NL156128B (nl) | 1978-03-15 |
| DE1542791B2 (de) | 1979-05-10 |
| GB1094347A (en) | 1967-12-06 |
| FI45398B (enrdf_load_stackoverflow) | 1972-02-29 |
| AT270298B (de) | 1969-04-25 |
| CH478524A (de) | 1969-09-30 |
| NL6614973A (enrdf_load_stackoverflow) | 1967-04-24 |
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