GB752761A - Process for making alpha, alpha-dihalopropionic acids - Google Patents

Process for making alpha, alpha-dihalopropionic acids

Info

Publication number
GB752761A
GB752761A GB25161/54A GB2516154A GB752761A GB 752761 A GB752761 A GB 752761A GB 25161/54 A GB25161/54 A GB 25161/54A GB 2516154 A GB2516154 A GB 2516154A GB 752761 A GB752761 A GB 752761A
Authority
GB
United Kingdom
Prior art keywords
alpha
acid
catalyst
propionic acid
chlorine
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
GB25161/54A
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.)
Dow Chemical Co
Original Assignee
Dow Chemical Co
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 Dow Chemical Co filed Critical Dow Chemical Co
Publication of GB752761A publication Critical patent/GB752761A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/363Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

Alpha, alpha - dihalopropionic acids are obtained by (1) reacting propionic acid with an equimolecular proportion of chlorine or bromine at a temperature of 50-140 DEG C. in the presence of a catalyst consisting of phosphorus or its halide, oxyhalide, oxygen acid or oxide, to obtain an alpha-halopropionic acid; and (2) reacting this alpha-acid with an equimolecular proportion of chlorine or bromine at a temperature of 150-225 DEG C. in the presence of the same catalyst. Alternatively the alpha-halo propionic acid may be prepared in the first stage as described in U.S.A. Specification 2,010,685. According to this Specification, anhydrous propionic acid containing some acyl halide, such as a propionyl halide, is reacted with the theoretically required quantity of chlorine at 50-140 DEG C. in the presence of a catalyst consisting of halides, oxyhalides, oxygen acids or oxides of phosphorus, arsenic, antimony, sulphur, selenium or tellurium. Alpha, alpha-dichloro-propionic acid, alpha, alpha-dibromo-propionic acid, or alpha-chloro-alpha-bromopropionic acid may be so prepared. Phosphorus trichloride is the preferred catalyst. The a ,a -acid may be produced by feeding halogen into a mixture of the halo-acid and catalyst at the rate at which it reacts, more catalyst being added during the course of the reaction if required. Sufficient water may be added to the product to hydrolyse the small quantity of acyl chloride and anhydride also formed, the product then being distilled.
GB25161/54A 1953-10-15 1954-08-30 Process for making alpha, alpha-dihalopropionic acids Expired GB752761A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US752761XA 1953-10-15 1953-10-15

Publications (1)

Publication Number Publication Date
GB752761A true GB752761A (en) 1956-07-11

Family

ID=22124646

Family Applications (1)

Application Number Title Priority Date Filing Date
GB25161/54A Expired GB752761A (en) 1953-10-15 1954-08-30 Process for making alpha, alpha-dihalopropionic acids

Country Status (1)

Country Link
GB (1) GB752761A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1100014B (en) * 1956-10-05 1961-02-23 Dow Chemical Co Process for the production of ª ‡, ª ‡ -dichloroisovaleric acid or salts thereof serving as herbicide and plant growth regulator

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1100014B (en) * 1956-10-05 1961-02-23 Dow Chemical Co Process for the production of ª ‡, ª ‡ -dichloroisovaleric acid or salts thereof serving as herbicide and plant growth regulator

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