CS242170B1 - Method of 2-methyl-4-chlorophenoxyacetic acid preparation - Google Patents
Method of 2-methyl-4-chlorophenoxyacetic acid preparation Download PDFInfo
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- CS242170B1 CS242170B1 CS845837A CS583784A CS242170B1 CS 242170 B1 CS242170 B1 CS 242170B1 CS 845837 A CS845837 A CS 845837A CS 583784 A CS583784 A CS 583784A CS 242170 B1 CS242170 B1 CS 242170B1
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- Prior art keywords
- acid
- methyl
- chlorine
- chlorination
- methylphenoxyacetic
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- 239000005574 MCPA Substances 0.000 title claims abstract description 23
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 title claims abstract description 23
- 238000000034 method Methods 0.000 title claims abstract description 15
- 238000002360 preparation method Methods 0.000 title claims abstract description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000000460 chlorine Substances 0.000 claims abstract description 30
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 30
- 238000005660 chlorination reaction Methods 0.000 claims abstract description 29
- 239000002253 acid Substances 0.000 claims abstract description 18
- QJVXBRUGKLCUMY-UHFFFAOYSA-N 2-(2-methylphenoxy)acetic acid Chemical compound CC1=CC=CC=C1OCC(O)=O QJVXBRUGKLCUMY-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229910052500 inorganic mineral Inorganic materials 0.000 claims abstract description 16
- 239000011707 mineral Substances 0.000 claims abstract description 16
- 239000011541 reaction mixture Substances 0.000 claims abstract description 16
- 159000000000 sodium salts Chemical class 0.000 claims abstract description 11
- 238000000354 decomposition reaction Methods 0.000 claims abstract description 7
- 238000001556 precipitation Methods 0.000 claims abstract description 4
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims description 18
- 239000005708 Sodium hypochlorite Substances 0.000 claims description 8
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical class Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 claims description 5
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- -1 2-methyl-4-chlorophenoxy Chemical group 0.000 abstract description 3
- 230000002363 herbicidal effect Effects 0.000 abstract description 3
- XTEGARKTQYYJKE-UHFFFAOYSA-M Chlorate Chemical class [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- 235000010755 mineral Nutrition 0.000 description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000007789 gas Substances 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- HKNMVNAPCMXVTR-UHFFFAOYSA-M sodium;2-(2-methylphenoxy)acetate Chemical compound [Na+].CC1=CC=CC=C1OCC([O-])=O HKNMVNAPCMXVTR-UHFFFAOYSA-M 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- SEGKFMXJNIEDQN-UHFFFAOYSA-N 2-(2,4-dichloro-6-methylphenoxy)acetic acid Chemical compound CC1=CC(Cl)=CC(Cl)=C1OCC(O)=O SEGKFMXJNIEDQN-UHFFFAOYSA-N 0.000 description 1
- WHLKFTSLSDHFMU-UHFFFAOYSA-N 2-(2-chloro-6-methylphenoxy)acetic acid Chemical compound CC1=CC=CC(Cl)=C1OCC(O)=O WHLKFTSLSDHFMU-UHFFFAOYSA-N 0.000 description 1
- HABAPWZXRLIZDL-UHFFFAOYSA-N 2-chloro-2-phenoxyacetic acid Chemical compound OC(=O)C(Cl)OC1=CC=CC=C1 HABAPWZXRLIZDL-UHFFFAOYSA-N 0.000 description 1
- KZPXYSZEEZKDGG-UHFFFAOYSA-N [Na].CC1=C(OCC(=O)O)C=CC=C1 Chemical compound [Na].CC1=C(OCC(=O)O)C=CC=C1 KZPXYSZEEZKDGG-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- STAPBGVGYWCRTF-UHFFFAOYSA-M sodium;2-(4-chloro-2-methylphenoxy)acetate Chemical compound [Na+].CC1=CC(Cl)=CC=C1OCC([O-])=O STAPBGVGYWCRTF-UHFFFAOYSA-M 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Spósob rieši přípravu 2-metyl-4-chlórfenoxyoctovej kyseliny chloráciou 2-metylfenoxyoctovej kyseliny a/alebo Je] sodnej soli a dochlórovaním reakčnej zmesi s chlórňanom sodným. 2-metyl-4-chlórfenoxyoctová kyselina sa získá z reakčnej zmesi vyzrážaním v přebytku minerálnej kyseliny. Mólový poměr chlóru ku 2-metylfenoxyoctovej kyselině a/alebo jej sodnej soli je 0,01 až 0,59 : : 1 a chlór sa používá vo formě odplynu z rozkladu alkalických chlórňanov. Spósob je možno použiť pri výrobě herbicídnych prípravkov.The method solves the preparation of 2-methyl-4-chlorophenoxyacetic acid acid by chlorination of 2-methylphenoxyacetic acid acid and / or sodium salt of a by chlorinating the reaction mixture sulfate. 2-methyl-4-chlorophenoxy the acid is recovered from the reaction mixture by precipitation in excess mineral acid. The mole the ratio of chlorine to 2-methylphenoxyacetic acid and / or its sodium salt is 0.01 to 0.59: : 1 and chlorine is used in the form of off-gas from decomposition of alkaline chlorates. The method can be used in the production of herbicidal preparations.
Description
(54) Sposob přípravy 2-metyl-4-chIórfenoxyoctovej kyseliny(54) Preparation of 2-methyl-4-chlorophenoxyacetic acid
SWITH
Spósob rieši přípravu 2-metyl-4-chlórfenoxyoctovej kyseliny chloráciou 2-metylfenoxyoctovej kyseliny a/alebo Je] sodnej soli a dochlórovaním reakčnej zmesi s chlórňanom sodným. 2-metyl-4-chlórfenoxyoctová kyselina sa získá z reakčnej zmesi vyzrážaním v přebytku minerálnej kyseliny. Mólový poměr chlóru ku 2-metylfenoxyoctovej kyselině a/alebo jej sodnej soli je 0,01 až 0,59 :The process solves the preparation of 2-methyl-4-chlorophenoxyacetic acid by chlorination of 2-methylphenoxyacetic acid and / or sodium salt and by chlorination of the reaction mixture with sodium hypochlorite. 2-Methyl-4-chlorophenoxyacetic acid is obtained from the reaction mixture by precipitation in an excess of mineral acid. The molar ratio of chlorine to 2-methylphenoxyacetic acid and / or its sodium salt is 0.01 to 0.59:
: 1 a chlór sa používá vo formě odplynu z rozkladu alkalických chlórňanov.: 1 and chlorine is used in the form of off-gas from the decomposition of alkaline hypochlorites.
Spósob je možno použiť pri výrobě herbicídnych prípravkov.The method can be used in the manufacture of herbicidal compositions.
Vynález sa týká chlorácie 2-metylfenoxyoctovej kyseliny s chlórom a dochlórovania s chlórňanom sodným.The invention relates to the chlorination of 2-methylphenoxyacetic acid with chlorine and to the chlorination with sodium hypochlorite.
Chloráciu sodnej soli 2-metylfenoxyoctovej kyseliny chlórom, pričom mólový poměr 2-metylfenoxyoctovej kyseliny ku chlóru je 1:0,6 až 1,25, na získaná zmes sa působí NaOH a roztok sa zbaví nezreagovanej sodnej soli 2-metylfenoxyoctovej kyseliny a farebných nečistůt dochlórovaním s vodným roztokom NaClO pri teplote 10 až 50 °C popisuje čs. AO 172 188. Nedostatkom postupu je, že sa nepoužívá odpadový chlór pri chlorácii a po chlorácii s chlórom sa musí priviesť reakčná zmes do alkalickej oblasti s NaOH a dochlórovanie s NaClO sa výhodnejšie robí v přítomnosti minerálnej kyseliny. Chloráciu 2-metylfenoxyoctovej kyseliny plynným chlórom pri hodnotě pH 4 až 6 popisuje FR pat. č. 1 116 266. Chloráciu vodným roztokom NaClO připraveného vopred alebo „in šitu“ v reakčnej zmesi pri teplote 50 °C opisuje GB pat. č. 722 625. Chloráciu suspendovanej 2-metylfenoxyoctovej kyseliny pri hodnotě pH 1 v heterogénnej fáze za přítomnosti kyseliny chlorovodíkové] s chlórňanom sodným pri teplote 20 °C popisuje DAS č. 1 027 687. Sposob založený na působení hydroxidu sodného alebo uhličitanu sodného' na vodný roztok sodnej soli 2-metylfenoxyoctovej kyseliny a chloráciu chlórom opisuje US pat. č. 2 770 651. Chlorácia sodnej soli v přítomnosti hydrogénuhličitanu sodného je popísaná v GB pat. č. 855 504. Výrobu 2-metyl-4-chlórfenoxyoctovej kyseliny chloráciou vodným roztokem chlornanu sodného sodnej soli 2-metylfenoxyoctanu sodného v přítomnosti minerálnej alebo karboxylovej kyseliny, pričom sa reakčná zmes vnesie do přebytku vodného roztoku minerálnej kyseliny a vyzrážaná 2-metyl-4-chlórfenoxyoctová kyselina sa od matečných kyselin oddělí filtráciou a následné vysuší pri teplote 105 °C opisuje CS AO č. 179 200.Chlorination of 2-methylphenoxyacetic acid sodium salt with chlorine, wherein the molar ratio of 2-methylphenoxyacetic acid to chlorine is 1: 0.6 to 1.25, the resulting mixture is treated with NaOH and the solution is freed from unreacted 2-methylphenoxyacetic acid sodium salt and colored impurities by chlorination with an aqueous solution of NaClO at a temperature of 10 to 50 ° C. AO 172 188. A drawback of the process is that waste chlorine is not used in chlorination and, after chlorination with chlorine, the reaction mixture must be brought into the alkaline region with NaOH and the chlorination with NaClO is preferably done in the presence of a mineral acid. Chlorination of 2-methylphenoxyacetic acid with chlorine gas at pH 4-6 is described in FR Pat. no. Chlorination with an aqueous solution of NaClO prepared in advance or "in situ" in the reaction mixture at 50 ° C is described in GB Pat. no. The chlorination of suspended 2-methylphenoxyacetic acid at pH 1 in the heterogeneous phase in the presence of hydrochloric acid] with sodium hypochlorite at 20 ° C is described in DAS no. A method based on the action of sodium hydroxide or sodium carbonate on an aqueous solution of sodium 2-methylphenoxyacetic acid and chlorination by chlorine is described in US Pat. no. The chlorination of the sodium salt in the presence of sodium bicarbonate is described in GB Pat. no. 855 504. Production of 2-methyl-4-chlorophenoxyacetic acid by chlorination with aqueous sodium hypochlorite sodium sodium 2-methylphenoxyacetate in the presence of a mineral or carboxylic acid, whereupon the reaction mixture is added to an excess aqueous mineral acid solution and precipitated 2-methyl-4-chlorophenoxyacetic acid the acid is separated from the parent acids by filtration and subsequently dried at 105 ° C. 179 200.
Uvedené nedostatky sú zmiernené postupom podlá vynálezu, podstata ktorého' spočívá v tom, že sa 2-metylfenoxyoctová kyselina a!jej sodná sol' chlóruje chlórom, pričom mólový poměr chlóru ku 2-metylfenoxyoctovej kyselme a/alebo jej sodnej soli je 0,01 až 0,59 :1 a získaná reakčná zmes sa dochlóruje vodným roztokom chlórňanu sodného a 2-metyl-4-chlórfenoxyoctová kyselina sa získá vnesením reakčnej zmesi do přebytku mínerálnej kyseliny. Z reakčnej zmesi uniká chlór, vzniklý reakciou přebytečného chlórňanu sodného vo formě odplynu. Zo suspenzie sa 2-metyl-4-chlórfenoxyoctová kyselina oddělí filtráciou. Dochórovanie reakčnej zmesi s chlórňanom sodným prebieha v prostředí minerálnej a/alebo organickej kyseliny. Na chloráciu s chlórom sa používá chlór vo formě odplynu z rozkladu alkalických chlórňanov. Tento rozklad prebieha samovolné, napr. v zásobníkoch, připadne prebytočný chlórňan sodný sa rozloží vnesením reakčnej zmesi po dochlórovaní s NaClO do přebytku minerálnej kyseliny.These drawbacks are alleviated by the process according to the invention, characterized in that the 2-methylphenoxyacetic acid and its sodium salt are chlorinated with chlorine, the molar ratio of chlorine to 2-methylphenoxyacetic acid and / or its sodium salt being 0.01 to 0.01 0.59: 1 and the resulting reaction mixture is chlorinated with aqueous sodium hypochlorite solution and 2-methyl-4-chlorophenoxyacetic acid is obtained by adding the reaction mixture to an excess of mineral acid. Chlorine formed by the reaction of excess sodium hypochlorite in the form of off-gas escapes from the reaction mixture. The 2-methyl-4-chlorophenoxyacetic acid was separated from the suspension by filtration. The reaction mixture with sodium hypochlorite is monitored in a mineral and / or organic acid medium. For chlorination with chlorine, chlorine is used in the form of off-gas from the decomposition of alkaline hypochlorites. This decomposition proceeds spontaneously, e.g. in reservoirs or excess sodium hypochlorite is decomposed by introducing the reaction mixture after chlorination with NaClO into an excess of mineral acid.
Výhodou podlá vynálezu je, že sa použije odplyn chlóru, ktorý doteraz unikal do ovzdušia a nevyužíval sa. Oproti čs. AO č. 179 200 sa zníži spotřeba NaClO, ako i minerálnej kyseliny. Vzhladom k tomu, že sa chlór nebude odvádzať do ovzdušia, zabráni sa tvorbě exhalátov z výrobně. Súčasne sa znížením spotřeby minerálnych kyselin zníži množstvo minerálnych solí v odpadových vodách. Část minerálnych kyselin sa nahradí 2-metyl-4-chlórfenoxyoctovou kyselinou, vzniklou pri chlorácii s chlórom. Oproti čs. AO 172 188 je spůsob podlá vynálezu výhodnější z toho důvodu, že pri mólovom pomere chlóru ku kyselině 2-metylfenoxyoctovej a/alebo jej sodnej soli, nie je nutná úprava hodnoty pH přidáním alkalického hydroxidu ku reakčnej zmesi před dochlórovaním s NaClO. Převedeme vynálezu je nenáročné a jednoduché. Spočívá v napojení zásobníkov s NaClO a odplynu zo zrážania 2-metyl-4-chlórfenoxyoctovej kyseliny prebytkom minerálnej kyseliny na absorpčnú kolonu, v ktorej bude cirkulovat 2-metylfenoxyoctová kyselina a/alebo jej sodná sol. Okrem odplynu z rozkladu NaClO je možné použit' odpadový chlór z iných procesov, napr. so skvapalňovanie chlóru, připadne odpadový chlór po chlorácii organických látok po jeho vyčistění a od nečistůt, predovšetkým od chlorovodíka.An advantage of the invention is that chlorine gas which has so far escaped into the atmosphere and has not been used is used. Compared to MS. AO č. 179 200 will reduce the consumption of NaClO as well as the mineral acid. Since chlorine will not be discharged into the atmosphere, the formation of exhales from the production plant is prevented. At the same time, by reducing the consumption of mineral acids, the amount of mineral salts in waste water is reduced. Some of the mineral acids are replaced with 2-methyl-4-chlorophenoxyacetic acid formed by chlorination with chlorine. Compared to MS. AO 172 188 is more advantageous in the process according to the invention, because at the molar ratio of chlorine to 2-methylphenoxyacetic acid and / or its sodium salt, it is not necessary to adjust the pH by adding alkali hydroxide to the reaction mixture before chlorination with NaClO. Converting the invention is easy and simple. It consists of connecting the containers with NaClO and the off-gas from the precipitation of 2-methyl-4-chlorophenoxyacetic acid with an excess of mineral acid to an absorption column in which 2-methylphenoxyacetic acid and / or its sodium salt will circulate. In addition to degassing from the decomposition of NaClO, waste chlorine from other processes, e.g. If the chlorine is liquefied, the waste chlorine may come from the chlorination of the organic matter after its purification and from impurities, in particular from hydrogen chloride.
Příklad 1Example 1
Do 950 g vodného roztoku obsahujúcehoTo 950 g of an aqueous solution containing
13.3 % hmot. 2-metylfenoxyoctanu sodného sa vháňal plyn, obsahujúci 3,4 % obj. chlóru. Po 1 hodině sa vháňanie odstavilo a analýzou sa zistilo, že reakčná zmes obsahovala 3,1 % hmot. 2-metyl-4-chlórfenoxyoctovej kyseliny a 0,8 °/o hmot. iných chlórderivátov 2-metylfenoxyoctovej kyseliny. K reakčnej zmesi sa přidalo potom 525 g vodného roztoku 12,5 % hmot. NaClO a 112 g 35,6 % hmot. kyseliny sírovej. Zmes sa miešala 2 hodiny. Potom sa vliala do 600 g 8,1 % hmot. H2SO4 a vyzrážaná 2-metyl-4-chlórfenoxyoctová kyselina sa odfiltrovala, premyla vodou a vysušila. Získalo sa 137,2 g produktu s obsahom 87,2 % hmot. 2-metyl-4-chlórfenoxyoctovej kyseliny, 5,8 % hmot. 2-metyl-6-chlórfenoxyoctovej kyseliny, 2,2 % hmot. 2-metylfenoxyoctovej kyseliny, 1,2 % hmot. 2-metyl-4,6-dichlórfenoxyoctovej kyseliny.13.3% wt. Sodium 2-methylphenoxyacetate was injected with a gas containing 3.4% v / v. chlorine. After 1 hour, the blowing was stopped and analysis showed that the reaction mixture contained 3.1 wt. % Of 2-methyl-4-chlorophenoxyacetic acid and 0.8 wt. other 2-methylphenoxyacetic acid chloro derivatives. To the reaction mixture was then added 525 g of an 12.5 wt. NaClO and 112 g of 35.6 wt. sulfuric acid. The mixture was stirred for 2 hours. It was then poured into 600 g of 8.1 wt. H 2 SO 4 and precipitated 2-methyl-4-chlorophenoxyacetic acid were filtered off, washed with water and dried. 137.2 g of product with a content of 87.2 wt. % 2-methyl-4-chlorophenoxyacetic acid, 5.8 wt. % Of 2-methyl-6-chlorophenoxyacetic acid, 2.2 wt. % Of 2-methylphenoxyacetic acid, 1.2 wt. Of 2-methyl-4,6-dichlorophenoxyacetic acid.
Příklad 2Example 2
Postupovalo sa podlá příkladu 1 s tým rozdielom, že na chloráciu chlórom sa použilo 940 g vodného roztoku s obsahomThe procedure of Example 1 was followed except that 940 g of an aqueous solution containing chlorine was used for chlorination with chlorine.
12.4 % hmot. 2-metyl-4-chlórfenoxyoctanu sodného a 0,9 % hmot. 2-metyl-4-chlórfenoxyoctovej kyseliny. Hodnota pH po chlorácii chlórom bola 6,1. Získaná 2-metyl-424217012.4% wt. % Sodium 2-methyl-4-chlorophenoxyacetate and 0.9 wt. Of 2-methyl-4-chlorophenoxyacetic acid. The pH after chlorination was 6.1. Obtained 2-methyl-4242170
-chlórfenoxyoctová kyselina obsahovala 88,6 % hmot. 2-metyl-4-chlórfenoxyoctovej kyseliny.% chlorophenoxyacetic acid contained 88.6 wt. Of 2-methyl-4-chlorophenoxyacetic acid.
P r í k 1 a d 3EXAMPLE 1 a d 3
Postupovalo se podta příkladu 1 s tým rozdielom, že sa plyn s obsahom chlóru 0,3 % obj. vháňal do roztoku 2 minúty. Po chlorácii s chlórom bol obsah 2-metyl-4-chlórfenoxyoctovej kyseliny 0,13 % hmot. a na chlorácii s chlórňanom sa použilo 600 g 12,4 % hmot. NaClO. Získaný produkt obsahoval 90,4 % hmot. 2-metyl-4-chlórfenoxyoctovej kyseliny.The procedure of Example 1 was followed except that a gas with a chlorine content of 0.3% by volume was used. injected into the solution for 2 minutes. After chlorination with chlorine, the content of 2-methyl-4-chlorophenoxyacetic acid was 0.13% by weight. and for chlorination with hypochlorite 600 g of 12.4 wt. NaCl. The product obtained contained 90.4 wt. Of 2-methyl-4-chlorophenoxyacetic acid.
Příklad 4Example 4
Postupovalo sa podta příkladu 1 s tým rozdielom, že odplyn chlóru vznikol pri rozklade prebytočného NaClO minerálnou kyselinou z predchádzajúceho pokusu. Po· chlorácii chlórom sa k zmesi přidalo 570 g 12,1 % hmot. NaClO. Získaný produkt obsahoval 89,2 % hmot. 2-metyl-4-chlórfenoxyoctovej kyseliny.The procedure of Example 1 was followed except that the chlorine gas was formed upon decomposition of the excess NaClO by the mineral acid from the previous experiment. After chlorination with chlorine, 570 g of 12.1 wt. NaCl. The product obtained contained 89.2 wt. Of 2-methyl-4-chlorophenoxyacetic acid.
Příklad 5Example 5
Postupovalo sa podta příkladu 1 s tým rozdielom, že sa na chloráciu použila 2-nietylfenoxyoctová kyselina a teplota roztoku bola 80 °C. Získaný produkt po ochladení na 20 °C sa odfiltroval a obsahoval 85,9 % hmot. 2-metyl-4-chlórfenoxyoctovej kyseliny.The procedure of Example 1 was followed except that 2-methylphenoxyacetic acid was used for chlorination and the solution temperature was 80 ° C. The product obtained after cooling to 20 ° C was filtered off and contained 85.9 wt. Of 2-methyl-4-chlorophenoxyacetic acid.
Vynález je možné použit pri výrobě 2-metyl-4-chlórfenoxyoctovej kyseliny, ktorá sa používá ako herbicid v potnohospodárstve.The invention is applicable to the production of 2-methyl-4-chlorophenoxyacetic acid, which is used as an herbicide in agriculture.
Claims (5)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS845837A CS242170B1 (en) | 1984-07-30 | 1984-07-30 | Method of 2-methyl-4-chlorophenoxyacetic acid preparation |
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| Application Number | Priority Date | Filing Date | Title |
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| CS845837A CS242170B1 (en) | 1984-07-30 | 1984-07-30 | Method of 2-methyl-4-chlorophenoxyacetic acid preparation |
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| Publication Number | Publication Date |
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| CS583784A1 CS583784A1 (en) | 1985-08-15 |
| CS242170B1 true CS242170B1 (en) | 1986-04-17 |
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-
1984
- 1984-07-30 CS CS845837A patent/CS242170B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS583784A1 (en) | 1985-08-15 |
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