GB942859A - Oxidation of aromatic hydrocarbons - Google Patents

Oxidation of aromatic hydrocarbons

Info

Publication number
GB942859A
GB942859A GB962862A GB962862A GB942859A GB 942859 A GB942859 A GB 942859A GB 962862 A GB962862 A GB 962862A GB 962862 A GB962862 A GB 962862A GB 942859 A GB942859 A GB 942859A
Authority
GB
United Kingdom
Prior art keywords
mono
tri
oxidation
oxygen
iodide
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
GB962862A
Inventor
George Christy Feighner
Russell George Rose
Paul Allan Lobo
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.)
ConocoPhillips Co
Original Assignee
Continental Oil 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 Continental Oil Co filed Critical Continental Oil Co
Publication of GB942859A publication Critical patent/GB942859A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
    • C07C51/313—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with molecular oxygen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
    • C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
    • C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups

Landscapes

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

Abstract

In the oxidation of alkyl-substituted aromatic hydrocarbons to the corresponding carboxylic acids, the hydrocarbon is treated with a gas containing free oxygen at about 225-325 DEG C. under a pressure of about 375-2500 p.s.i.g. in the presence of an aqueous base and a metal chloride, bromide or iodide. Specified hydrocarbons which may be treated are toluene, xylenes, trimethylbenzenes, mono-, di- and tri-ethylbenzenes, mono-, di- and tri-propylbenzenes, cumene, triisopropylbenzenes, methyl-, dimethyl- and trimethylnaphthalenes, mono-, di- and tri-ethylnaphthalenes, mono-, di- and tripropylnaphthalenes and mono-, di- and tri-isopropylnaphthalenes. Reference is made also to the treatment of alkyl-substituted anthracenes, phenanthrenes, naphthacenes, chrysenes, pyrenes, indenes and fluorenes. The gaseous reagent may be oxygen, air or a mixture of oxygen and nitrogen. The aqueous base may be an alkalimetal hydroxide or carbonate, and the metal halide may be a chloride, bromide or iodide of lithium, sodium, potassium, magnesium, calcium, barium or aluminium. The proportion of metal halide may be 0.001-0.50 part per part of hydrocarbon. Examples are given of the oxidation of p-xylene to terephthalic and p-toluic acids.
GB962862A 1961-05-01 1962-03-13 Oxidation of aromatic hydrocarbons Expired GB942859A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US10652961A 1961-05-01 1961-05-01

Publications (1)

Publication Number Publication Date
GB942859A true GB942859A (en) 1963-11-27

Family

ID=22311910

Family Applications (1)

Application Number Title Priority Date Filing Date
GB962862A Expired GB942859A (en) 1961-05-01 1962-03-13 Oxidation of aromatic hydrocarbons

Country Status (1)

Country Link
GB (1) GB942859A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0041778A1 (en) * 1980-06-10 1981-12-16 Imperial Chemical Industries Plc Oxidation of meta- or para-xylene to iso- or tere-phthalic acid
EP0041785B1 (en) * 1980-06-10 1985-05-02 Imperial Chemical Industries Plc Oxidation of substituted aromatic compounds to aromatic carboxylic acids

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0041778A1 (en) * 1980-06-10 1981-12-16 Imperial Chemical Industries Plc Oxidation of meta- or para-xylene to iso- or tere-phthalic acid
EP0041785B1 (en) * 1980-06-10 1985-05-02 Imperial Chemical Industries Plc Oxidation of substituted aromatic compounds to aromatic carboxylic acids

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