GB1074489A - Production of cycloalkane oxidation products and of dibasic acids - Google Patents

Production of cycloalkane oxidation products and of dibasic acids

Info

Publication number
GB1074489A
GB1074489A GB48760/64A GB4876064A GB1074489A GB 1074489 A GB1074489 A GB 1074489A GB 48760/64 A GB48760/64 A GB 48760/64A GB 4876064 A GB4876064 A GB 4876064A GB 1074489 A GB1074489 A GB 1074489A
Authority
GB
United Kingdom
Prior art keywords
mixture
cycloalkanol
cycloalkane
oxidation
give
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
GB48760/64A
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.)
Halcon International Inc
Original Assignee
Halcon International Inc
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 Halcon International Inc filed Critical Halcon International Inc
Publication of GB1074489A publication Critical patent/GB1074489A/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
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
    • C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
    • C07C29/52—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only in the presence of mineral boron compounds with, when necessary, hydrolysis of the intermediate formed
    • 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
    • C07C51/316—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with oxides of nitrogen or nitrogen-containing mineral acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered

Landscapes

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

Abstract

A mixture suitable for oxidation by nitric acid to give purified dibasic acids is obtained by reacting a precursor cycloalkane with a molecular oxygen containing gas in the presence of a boric acid providing material, converting the cycloalkanol borate ester in the product to the cycloalkanol, recovering an oxygenated cycloalkane mixture containing cycloalkanol, cycloalkanone and an objectional amount of higher boiling residue, distilling a cycloalkanol/cycloalkanone fraction from a portion of the mixture and adding this fraction to the remaining portion to produce a mixture in which the amount of said residue is not over 14 parts per 100 parts by weight of oxygenated cycloalkane mixture. The mixture so obtained may be oxidized by nitric acid to give the corresponding dibasic carboxylic acid. The process is particularly suitable for the oxidation of C6-C8 saturated cyclic hydrocarbons and examples are given of the oxidation of cyclohexane to give a mixture of cyclohexanol and cyclohexanone which is oxidized by nitric acid in the presence of ammonium metavanadate and copper.
GB48760/64A 1963-12-06 1964-12-01 Production of cycloalkane oxidation products and of dibasic acids Expired GB1074489A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US32846563A 1963-12-06 1963-12-06

Publications (1)

Publication Number Publication Date
GB1074489A true GB1074489A (en) 1967-07-05

Family

ID=23281100

Family Applications (1)

Application Number Title Priority Date Filing Date
GB48760/64A Expired GB1074489A (en) 1963-12-06 1964-12-01 Production of cycloalkane oxidation products and of dibasic acids

Country Status (6)

Country Link
BE (1) BE656281A (en)
CH (1) CH430681A (en)
DE (1) DE1468049A1 (en)
GB (1) GB1074489A (en)
LU (1) LU47477A1 (en)
NL (1) NL6413619A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2123181C3 (en) * 1971-05-11 1981-12-24 Bayer Antwerpen N.V., Antwerpen Boric Acid Recovery

Also Published As

Publication number Publication date
CH430681A (en) 1967-02-28
LU47477A1 (en) 1966-05-31
NL6413619A (en) 1965-06-07
DE1468049A1 (en) 1969-03-13
BE656281A (en) 1965-05-26

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