CS248478B1 - Method of 2-methyl-4-chlorophenylacetic acid production - Google Patents
Method of 2-methyl-4-chlorophenylacetic acid production Download PDFInfo
- Publication number
- CS248478B1 CS248478B1 CS564084A CS564084A CS248478B1 CS 248478 B1 CS248478 B1 CS 248478B1 CS 564084 A CS564084 A CS 564084A CS 564084 A CS564084 A CS 564084A CS 248478 B1 CS248478 B1 CS 248478B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- acid
- methyl
- mineral
- chlorination
- chlorophenoxyacetic
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 7
- 238000000034 method Methods 0.000 title abstract description 7
- JNUSSFISFACYPV-UHFFFAOYSA-N 2-(4-chloro-2-methylphenyl)acetic acid Chemical compound CC1=CC(Cl)=CC=C1CC(O)=O JNUSSFISFACYPV-UHFFFAOYSA-N 0.000 title 1
- 239000002253 acid Substances 0.000 claims abstract description 31
- 229910052500 inorganic mineral Inorganic materials 0.000 claims abstract description 31
- 239000011707 mineral Substances 0.000 claims abstract description 31
- 239000005574 MCPA Substances 0.000 claims abstract description 26
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000005660 chlorination reaction Methods 0.000 claims abstract description 21
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000005708 Sodium hypochlorite Substances 0.000 claims abstract description 9
- HKNMVNAPCMXVTR-UHFFFAOYSA-M sodium;2-(2-methylphenoxy)acetate Chemical compound [Na+].CC1=CC=CC=C1OCC([O-])=O HKNMVNAPCMXVTR-UHFFFAOYSA-M 0.000 claims abstract description 8
- 239000012452 mother liquor Substances 0.000 claims abstract description 7
- -1 2-methylphenoxyacetate sodium chloride Chemical compound 0.000 claims abstract 2
- QJVXBRUGKLCUMY-UHFFFAOYSA-N 2-(2-methylphenoxy)acetic acid Chemical compound CC1=CC=CC=C1OCC(O)=O QJVXBRUGKLCUMY-UHFFFAOYSA-N 0.000 claims description 10
- 238000001556 precipitation Methods 0.000 claims description 3
- 238000007865 diluting Methods 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 abstract description 6
- 239000004009 herbicide Substances 0.000 abstract description 2
- 229940106681 chloroacetic acid Drugs 0.000 abstract 1
- 239000002244 precipitate Substances 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- 239000000243 solution Substances 0.000 description 9
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical class OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 6
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 235000011149 sulphuric acid Nutrition 0.000 description 3
- 239000002351 wastewater Substances 0.000 description 3
- 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 2
- 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 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 238000011437 continuous method Methods 0.000 description 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 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
- 159000000000 sodium salts Chemical class 0.000 description 2
- RORFIYBSDKQWBH-UHFFFAOYSA-N 2-chloro-2-phenoxypropanoic acid Chemical compound OC(=O)C(Cl)(C)OC1=CC=CC=C1 RORFIYBSDKQWBH-UHFFFAOYSA-N 0.000 description 1
- BZSXEZOLBIJVQK-UHFFFAOYSA-N 2-methylsulfonylbenzoic acid Chemical compound CS(=O)(=O)C1=CC=CC=C1C(O)=O BZSXEZOLBIJVQK-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-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
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- BITYAPCSNKJESK-UHFFFAOYSA-N potassiosodium Chemical compound [Na].[K] BITYAPCSNKJESK-UHFFFAOYSA-N 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Sposob výroby 2-metyl-4-chlór£enoxyoctovej kyseliny sa uskutočňuje 2-metylfenoxyoctanu sodného s chlórňanom sodným v přítomnosti zriedene] minerálnej kyseliny. Po chlorácii sa z roztoku vyzráža 2-metyl4-chlórfenoxyoctová kyselina minerálnou kyselinou, 2-metyl-4-chlóroctová kyselina sa od matečného roztoku minerálnych kyselin oddělí. Matečný roztok minerálnych kyselin sa použije na přípravu zriedeného roztoku minerálnej kyseliny použítej na chloráciu 2-metylfenoxyoctanu sodného. Sposob najde uplatnenie pri výrobě herbicídovProcess for producing 2-methyl-4-chlorophenoxyacetic acid the acid is carried out with 2-methylphenoxyacetate sodium chloride in the presence of sodium hypochlorite dilute mineral acid. After chlorination, 2-methyl-4-chlorophenoxyacetic acid precipitates out of solution mineral acid acid, 2-methyl-4-chloroacetic acid from the mineral acid mother liquor separates. Mineral solution of mineral acids is used to prepare the diluted solution mineral acid used for chlorination Sodium 2-methylphenoxyacetate. The method finds application in the production of herbicides
Description
Vynález sa týká přípravy 2-metyl-4-chlórfenoxyoctovej kyseliny chloráciou 2-metylfenoxyoctovej kyseliny a jej sodnej soli chlórňanom sodným.The invention relates to the preparation of 2-methyl-4-chlorophenoxyacetic acid by chlorination of 2-methylphenoxyacetic acid and its sodium salt with sodium hypochlorite.
Kyselina 2-metyl-4-chlórfenoxyoctová a jej soli sa používajú ako velmi účinné herbicidy. Najčastejšie sa připravuje chloráciou 2-metylfenoxyoctovej kyseliny plynným chlórom pri teplote 95 až 105 °C, ako je napísané v CS pat. č. 91160. Kontinuálny sposob chlorácie sodnej, draselnej alebo sodnodraselnej soli 2-metylfenoxyoctovej kyseliny vo vodnom roztoku je opísaný v CS pat. č. 99 892, kontinuálny sposob chlorácie volnej 2-metylfenoxyoctovej kyseliny plynným chlórom opisuje CS pat. č. 107 807. Možnost kombinácie chlorácie 2-metylfenoxyoctovej kyseliny plynným chlórom a následným dochlorovaním chlórňanom uvádza CS AO číslo 172 188. Chloráciu 2-metylfenoxyoctovej kyseliny plynným chlórom pri hodnotě pH 4 až 6 opisuje FR pat. č. 1 116 206. Chloráciu vodným roztokom chlirňanu sodného připraveného vopred alebo „in šitu“ v reakčnej zmesi pri teplote 50 °C opisuje GB pat. č. 722 625. Chloráciu suspenzovanej 2-metylfenoxyoctovej kyseliny pri hodnotě pH rovnej 1 heterogénnej fáze za přítomnosti kyseliny chlórovodíkovej chlórňanom sodným pri teplote 20 °C opisuje DAS č. 1 027 680. Sposob založený na pósobení 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 2-metylfenoxyoctovej kyseliny chlórom v přítomnosti hydrouhličitanu je opísaná v GB pat. číslo 855 504. Výrobu 2-metylchlórfenoxyoctovej kyseliny pomocou chlornanu sodného v přítomnosti minerálnej alebo karboxylovej kyseliny, výrobu 2-metyl-4-chlórfenoxyoctovej kyseliny pomocou chlčrňanu sodného v přítomnosti minerálnej alebo karboxylovej kyseliny, výrobu 2-metyl-4-chlórfenoxyoctovej kyseliny chloráciou sodnej soli 2-metylfenoxyoctovej kyseliny a získanie 2-metyl-4-chlórfenoxyoctovej kyseliny vyzrážaním s prebytkom vodného roztoku minerálnej kyseliny opisuje CS AO č. 179 200.2-Methyl-4-chlorophenoxyacetic acid and its salts are used as highly effective herbicides. Most often it is prepared by chlorination of 2-methylphenoxyacetic acid with chlorine gas at a temperature of 95-105 ° C as described in CS Pat. no. 91160. A continuous method of chlorinating a sodium, potassium or sodium potassium salt of 2-methylphenoxyacetic acid in an aqueous solution is described in CS Pat. no. No. 99,892, a continuous method of chlorination of free 2-methylphenoxyacetic acid with chlorine gas is disclosed in CS Pat. no. 107 807. The possibility of combining chlorination of 2-methylphenoxyacetic acid with chlorine gas and subsequent chlorination with hypochlorite is disclosed in CS AO No. 172 188. Chlorination of 2-methylphenoxyacetic acid with chlorine gas at pH 4-6 is described in FR Pat. no. Chlorination with an aqueous solution of sodium hypochlorite 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 a pH equal to 1 heterogeneous phase in the presence of hydrochloric acid with sodium hypochlorite at 20 ° C is described in DAS No. 722,625. A method based on the treatment of sodium hydroxide or sodium carbonate with an aqueous solution of sodium 2-methylphenoxyacetic acid and chlorination with chlorine is described in US Pat. no. Chlorination of 2-methylphenoxyacetic acid sodium salt with chlorine in the presence of bicarbonate is disclosed in GB Pat. 855 504. Production of 2-methylchlorophenoxyacetic acid using sodium hypochlorite in the presence of mineral or carboxylic acid, production of 2-methyl-4-chlorophenoxyacetic acid using sodium hypochlorite in the presence of mineral or carboxylic acid, production of 2-methyl-4-chlorophenoxyacetic acid by chlorination of the sodium salt 2-methylphenoxyacetic acid and the recovery of 2-methyl-4-chlorophenoxyacetic acid by precipitation with an excess of an aqueous mineral acid solution are described in CS AO no. 179 200.
Vo vyššie uvedených literárnych údajov sa nevenuje pozornost využitiu matečných minerálnych kyselin po chlorácii 2-metylfenoxyoctanu sodného s chlórňanom sodným a vyzrážaní sodnej soli 2-metyl-4-chlórfenoxyoctovej kyseliny v minerálnej kyselině s následním odfiltrováním 2-metyl-4-chlórfenoxyoctovej kyseliny od matečného roztoku minerálnych kyselin. Suspenzia 2-metyl-4-chlórfenoxyoctovej kyseliny je dobré filtrovatefná pod hodnotou pH matečnej.kyseliny 2.The above literature does not pay attention to the use of the parent mineral acids after chlorination of sodium 2-methylphenoxyacetate with sodium hypochlorite and the precipitation of the sodium salt of 2-methyl-4-chlorophenoxyacetic acid in the mineral acid, followed by filtering the 2-methyl-4-chlorophenoxyacetic acid from the mother liquor. mineral acids. The suspension of 2-methyl-4-chlorophenoxyacetic acid is well filterable below the pH of the parent acid 2.
Vyššie uvedené nedostatky zmierňujú postup výroby 2-metyl-4-chlórfenoxyoctovej kyseliny cloráciou 2-metylfenoxyoctanu sodného chlorečňanom sodným v přítomnosti minerálnej kyseliny. Po chlorácii sa 2-metyl-4-chlórfenoxyoctová kyselina získá vyzrážaním získaného roztoku v minerálnej kyselme. 2-metyl-4-chlórfenoxyoctová kyselina sa od matečného roztoku minerálnych kyselin odfiltruje. Podstata vynálezu spočívá v tom, že pre přípravu zriedenej minerálnej kyseliny, ktorá sa použije pri chlorácii 2-metylfenoxyoctovej kyseliny, sa použije matečný roztok minerálnych kyselin, ktorým sa riedi koncentrovaná minerálna kyselina na požadovaná koncentráciu.The above drawbacks alleviate the process for producing 2-methyl-4-chlorophenoxyacetic acid by refining sodium 2-methylphenoxyacetate with sodium chlorate in the presence of a mineral acid. After chlorination, 2-methyl-4-chlorophenoxyacetic acid is obtained by precipitating the obtained solution in mineral acid. 2-Methyl-4-chlorophenoxyacetic acid is filtered from the mother acid mineral solution. SUMMARY OF THE INVENTION In order to prepare a dilute mineral acid used in the chlorination of 2-methylphenoxyacetic acid, a mineral acid mother liquor is used to dilute the concentrated mineral acid to the desired concentration.
Prínosom oproti CS AO č. 179 200 je, že vzniká podstatné menej odpadových vod, pričom sa zníži ich kyslosť a tým nutnost následnej neutrálizácie. V recirkulujúcich matečných luhoch minerálnych kyselin sa nachádza 2 až 15 g/1 2-metyl-4-chl5rfenoxyoctovej kyselme (v závislosti na teplote, hodnotě pH a minerálnej kyselme), pričom podstatná část z nich sa použije a neodchádza do odpadných v6d. Vzhfadom k tomu, že na přípravu minerálnych kyselní sa nepoužívá voda, prakticky sa nerozpúší'ajú fenoxyoctové kyseliny získané chloráciou, ale v matečnom roztoku recirkulujú. Okrem fenoxyoctových kyselin recirkuluje i čas ' minerálných kyselin, ktoré sa využijú na následné chloráciu. Oproti CS AO č. 179 200 sa dosiahnu vyššie výtažky 2-metyl-4-chlórfenoxyoctovej kyseliny, zníži sa spotřeba minerálných kyselin a zlepší sa kvalita odpadných vod.Contribution to CS AO no. 179 200 is that substantially less waste water is generated, while reducing its acidity and hence the need for subsequent neutralization. 2 to 15 g / l of 2-methyl-4-chlorophenoxyacetic acid (depending on temperature, pH and mineral acid) are found in the recycled mother liquors of the mineral acids, a substantial part of which is used and is not disposed of in the waste water. Since water is not used for the preparation of mineral acids, the phenoxyacetic acids obtained by chlorination are practically not dissolved but recirculated in the mother liquor. In addition to phenoxyacetic acids, some of the mineral acids are recirculated and used for subsequent chlorination. Compared to CS AO no. 179,200, higher yields of 2-methyl-4-chlorophenoxyacetic acid are achieved, mineral acid consumption is reduced and wastewater quality is improved.
Příklad 1Example 1
K 950 g vodného 13,1 % hmot. roztoku 2-metylfenoxyoctanu sodného sa přidalo 620 g 12,8% hmot. NaClO a 140 ml 35% H2SQ4. Zmes sa miešala, při čom teplota nepřevýšila 45 °C. Po 1 hodinovom miešaní sa roztok vlial do 700 g 9,1% hmot. H2SO4. Vyzrážaná 2-metyl-4-chlórfenoxyoctová kyselina se odfiltrovala od matečného roztoku minerálnych kyselin, ktorého bolo 2 210 g s koncentráciou 6,2 g/1 fenoxyoctových kyselin (zmes 2-metyl-4-chlórfenoxyoctovej kyseliny, 2-metyl-6-chlórfenoxyoctovej kyseliny a 2-metyl-4,6-dichIórfenoxyoctovej kyseliny a 2-metylfenoxyoctovej kyseliny). Získalo sa po vysušení 132,1 g 90,4% hmot. 2-metyl-4-chlórfenoxyoctovej kyseliny, 4,2% hmot. 2-metyl-6-chlórfenoxyoctovej, 2,1% hmot. 2-metyí-4,6-dichlórfenoxyoctovej a 1,2% hmot. 2-metylfenoxyoctovej.To 950 g of an aqueous 13.1 wt. of sodium 2-methylphenoxyacetate solution was added 620 g of 12.8 wt. NaClO and 140 mL of 35% H 2 SO 4. The mixture was stirred at a temperature not exceeding 45 ° C. After stirring for 1 hour, the solution was poured into 700 g of 9.1 wt. H2SO4. The precipitated 2-methyl-4-chlorophenoxyacetic acid was filtered from the mother acid mineral solution, which was 2,210 g with a concentration of 6.2 g / l phenoxyacetic acid (a mixture of 2-methyl-4-chlorophenoxyacetic acid, 2-methyl-6-chlorophenoxyacetic acid) and 2-methyl-4,6-dichlorophenoxyacetic acid and 2-methylphenoxyacetic acid). After drying, 132.1 g of 90.4 wt. % Of 2-methyl-4-chlorophenoxyacetic acid, 4.2 wt. % 2-methyl-6-chlorophenoxyacetic acid, 2.1 wt. % Of 2-methyl-4,6-dichlorophenoxyacetic acid and 1.2 wt. 2-methylphenoxyacetic.
Příklad 2Example 2
Postupovalo sa podfa příkladu 1 s tým rozdielom, že matečný roztok minerálnych kyselin sa použil na přípravu 35% hmot. H2SO4 riedením 96% hmot. H2SO4. Získalo sa 134,4 g 90,6% hmot. 2-metyl-4-chlórfenoxyoctovej kyseliny.The procedure of Example 1 was followed except that the mother acid mineral solution was used to prepare 35 wt. H2SO4 by diluting 96% wt. H2SO4. 134.4 g of 90.6 wt. Of 2-methyl-4-chlorophenoxyacetic acid.
Příklad 3Example 3
Do reakčného kotlíka sa dalo 1,940 g1.940 g was charged to the reaction pot
15,1% hmot. 2-metylfenoxyoctanu sodného a 1 317 g 14,0% hmot. NaClO. K zmesi sa přidávalo 1015 g 5,0% hmot. HC1. Po přidaní komponent sa obsah kotlíka miešal 1 h. Potom sa roztok vlial do 1 000 g 1,9% hmot. KC1. Vyzrážaná 2-metyl-4-chlórfenoxyoctová kyselina sa odfiltrovala od matečného roztoka kyseliny chlórovodíkovej. Získalo sa vysušením 305,1 g 90,4% hmot. 2-metyl-4-chlórfenoxyoctovej kyseliny. Matečná kyselina chlorovodíková obsahovala 5,7 g/1 fenoxyoctových kyselin.15.1 wt. Sodium 2-methylphenoxyacetate and 1317 g of 14.0 wt. NaCl. 1015 g of 5.0 wt. HC1. After adding the components, the contents of the kettle were stirred for 1 h. The solution was then poured into 1000 g of 1.9 wt. KC1. The precipitated 2-methyl-4-chlorophenoxyacetic acid was filtered from the parent hydrochloric acid solution. It was obtained by drying 305.1 g of 90.4 wt. Of 2-methyl-4-chlorophenoxyacetic acid. The parent hydrochloric acid contained 5.7 g / l of phenoxyacetic acids.
47S47S
Příklad 4Example 4
Postupovalo sa pódia příkladu 3 s tým rozdielom, že 5% hmot. HC1 sa připravila zierením 32% hmot. I1C1 s matečným roztokom kyseliny chlorovodíkovej.The procedure of Example 3 was followed except that 5 wt. HCl was prepared by 32% wt. HCl with mother liquor.
Získalo sa vysušením 302,1 g 91,6% hmot. 2-metyl-4-chlórfenoxyoctovej kyseliny, matečná kyselina chlorovodíková obsahovala 2,3 g/1 fenoxyoctových kyselin.It was obtained by drying 302.1 g of 91.6% by weight. 2-methyl-4-chlorophenoxyacetic acid, the parent hydrochloric acid contained 2.3 g / l phenoxyacetic acids.
Vynález je možno použit pri príprave 2-metyl-4-chlórfenoxyoctovej kyseliny, ktorá sa používá pri výrobě herbicídnych príprav-The invention is applicable to the preparation of 2-methyl-4-chlorophenoxyacetic acid which is used in the manufacture of herbicidal formulations.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CS564084A CS248478B1 (en) | 1984-07-23 | 1984-07-23 | Method of 2-methyl-4-chlorophenylacetic acid production |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CS564084A CS248478B1 (en) | 1984-07-23 | 1984-07-23 | Method of 2-methyl-4-chlorophenylacetic acid production |
Publications (1)
Publication Number | Publication Date |
---|---|
CS248478B1 true CS248478B1 (en) | 1987-02-12 |
Family
ID=5401630
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CS564084A CS248478B1 (en) | 1984-07-23 | 1984-07-23 | Method of 2-methyl-4-chlorophenylacetic acid production |
Country Status (1)
Country | Link |
---|---|
CS (1) | CS248478B1 (en) |
-
1984
- 1984-07-23 CS CS564084A patent/CS248478B1/en unknown
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5013865A (en) | Process for the preparation of 2,4,6-triiodo-5-amino-N-alkylisophthalamic acid and 2,4,6-triiodo-5-amino-isophthalamide compounds | |
DE2648300C3 (en) | Process for the preparation of alkali salts of 33-dimethyl-2-oxo-butyric acid | |
CS248478B1 (en) | Method of 2-methyl-4-chlorophenylacetic acid production | |
CS240481B1 (en) | Method of 2-methyl-4-chlorophenoxyacetic acid preparation | |
JP2001206881A (en) | Method for producing 5-carboxyphthalide | |
CS241493B2 (en) | Substituted 4-chlor-phenoxycarboxyl acid production method | |
SU1318528A1 (en) | Method for producing copper monochloride | |
US3806507A (en) | Chlorocyanuric acid manufacture | |
CA1331626C (en) | Process for the preparation of 2,4,6-triiodo-5-amino-n-alkylisophthalamic acid | |
JP3704166B2 (en) | Process for producing 4-alkyl-3-chloroalkylsulfonylbenzene | |
US4003899A (en) | Process for recovery of cyanuric acid from treated chlorinator mother liquor | |
CS235355B1 (en) | Method of 2-methyl-4-chlorphenoxyacetic acid preparation | |
JP3444876B2 (en) | Method for producing basic magnesium hypochlorite | |
RU2543172C2 (en) | Method of producing sodium silicofluoride | |
RU2305066C2 (en) | Method for preparing potassium iodate and potassium iodide | |
JPS598603A (en) | Method for producing low-salt sodium hypochlorite aqueous solution | |
US4582910A (en) | Method for preparation of 4-halogenonaphthalic acid anhydrides | |
JPH0681742B2 (en) | Method for producing aqueous solution of sodium methionine salt | |
CS242170B1 (en) | Method of 2-methyl-4-chlorophenoxyacetic acid preparation | |
SU1004374A1 (en) | Process for producing 3-tert-butyl-5-chloro-6-methyl uracyl | |
JPH0236523B2 (en) | ||
CS255350B1 (en) | Method of 2-methyl-4-chlorophenoxyacetic acid's dimethylamine salt production | |
SU321473A1 (en) | METHOD OF OBTAINING A MALE | |
CS256087B1 (en) | Method of 2-methyl-4-chlorophenoxyacetic acid's dimethylamine salt production | |
JPH069478A (en) | Improved production of unsubstituted or substituted benzaldehydes |