GB723129A - Improvements relating to 2:4-dichloro-5-methylphenoxyacetic acid - Google Patents

Improvements relating to 2:4-dichloro-5-methylphenoxyacetic acid

Info

Publication number
GB723129A
GB723129A GB184352A GB184352A GB723129A GB 723129 A GB723129 A GB 723129A GB 184352 A GB184352 A GB 184352A GB 184352 A GB184352 A GB 184352A GB 723129 A GB723129 A GB 723129A
Authority
GB
United Kingdom
Prior art keywords
acid
salts
dichloro
prepared
free acid
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
Application number
GB184352A
Inventor
Raymond Charles Tincknell
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Monsanto Chemicals Ltd
Original Assignee
Monsanto Chemicals Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Monsanto Chemicals Ltd filed Critical Monsanto Chemicals Ltd
Priority to GB184352A priority Critical patent/GB723129A/en
Publication of GB723129A publication Critical patent/GB723129A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40Unsaturated compounds
    • C07C59/58Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C07C59/66Unsaturated 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
    • C07C59/68Unsaturated 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
    • C07C59/70Ethers of hydroxy-acetic acid, e.g. substitutes on the ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises 2,4 - dichloro - 5 - methyl-phenoxyacetic acid and the salts and esters thereof. The free acid may be prepared by condensing monochloro-acetic acid with 2,4-dichloro - 5 - methylphenol in alkaline solution and then acidifying the reaction mixture. The salts and esters of the acid are prepared by the usual methods. The ester may be the methyl, ethyl, propyl or isopropyl ester. The sodium, potassium and ammonium salts are referred to as well as amine salts, e.g. derived from di- and tri-methylamine, di- and tri-ethylamine, monoisopropylamine, and di- and tri-ethanolamine. In the examples, the free acid, its sodium and diethylamine salts and its isopropyl ester are prepared. p 2,4-Dichloro-5-methylphenol is prepared by chlorinating m-cresol with chlorine or sulphuryl chloride.ALSO:A herbicidal composition comprises 2,4 -dichloro-5-methylphenoxyacetic acid, or a salt or ester thereof, and a diluent. The composition may be in the form of a solution e.g., an aqueous solution of one of the salts, or a dispersion e.g., an aqueous dispersion of one of the esters made up with the aid of a dispersing agent. A solid diluent may be used with the free acid or its sodium salt. A preferred composition is obtained by dissolving the acid or an ester thereof in an organic solvent with a dispersing agent, and water then is added to form an aqueous dispersion. Sodium, potassium, ammonium and amine salts such as those derived from di- and trimethylamine, di- and tri-ethylamine, di- and triethanolamine and isopropylamine are referred to. Suitable esters are the methyl, ethyl, propyl and isopropyl esters. In the examples the following compositions are prepared: an aqueous solution of the free acid and of its diethylamine salt, an aqueous dispersion of the free acid with sulphonated castor oil and with a detergent, a mixture of the free acid and talc, a mixture of the isopropyl ester, pentachlorophenol, a liquid hydrocarbon and a dispersing agent, and a mixture of the isopropyl ester and a commercial mixture of alkylnaphthalenes.
GB184352A 1952-12-30 1952-12-30 Improvements relating to 2:4-dichloro-5-methylphenoxyacetic acid Expired GB723129A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB184352A GB723129A (en) 1952-12-30 1952-12-30 Improvements relating to 2:4-dichloro-5-methylphenoxyacetic acid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB184352A GB723129A (en) 1952-12-30 1952-12-30 Improvements relating to 2:4-dichloro-5-methylphenoxyacetic acid

Publications (1)

Publication Number Publication Date
GB723129A true GB723129A (en) 1955-02-02

Family

ID=9728974

Family Applications (1)

Application Number Title Priority Date Filing Date
GB184352A Expired GB723129A (en) 1952-12-30 1952-12-30 Improvements relating to 2:4-dichloro-5-methylphenoxyacetic acid

Country Status (1)

Country Link
GB (1) GB723129A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4035416A (en) * 1972-11-02 1977-07-12 The Dow Chemical Company Process for making phenoxyalkanoic acids

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4035416A (en) * 1972-11-02 1977-07-12 The Dow Chemical Company Process for making phenoxyalkanoic acids

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