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GB819450A - Process for the conversion of hydroperoxides of secondary alkyl aryls into phenols and ketones - Google Patents

Process for the conversion of hydroperoxides of secondary alkyl aryls into phenols and ketones

Info

Publication number
GB819450A
GB819450A GB8102/58A GB810258A GB819450A GB 819450 A GB819450 A GB 819450A GB 8102/58 A GB8102/58 A GB 8102/58A GB 810258 A GB810258 A GB 810258A GB 819450 A GB819450 A GB 819450A
Authority
GB
United Kingdom
Prior art keywords
dihydroperoxide
per cent
hydroperoxides
phenols
ketones
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
GB8102/58A
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.)
Bataafsche Petroleum Maatschappij NV
Original Assignee
Bataafsche Petroleum Maatschappij NV
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 Bataafsche Petroleum Maatschappij NV filed Critical Bataafsche Petroleum Maatschappij NV
Publication of GB819450A publication Critical patent/GB819450A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/53—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of hydroperoxides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/08—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by decomposition of hydroperoxides, e.g. cumene hydroperoxide

Landscapes

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

Abstract

Hydroperoxides of secondary alkyl aryl compounds are converted into phenols and ketones by decomposing the hydroperoxide with a catalytic amount of sulphur trioxide, viz. 0.001 to 1 per cent by weight (based on the total reaction mixture), the reaction being carried out in a polar organic solvent, such as a ketone. The solvent may contain 0.2 to 1 per cent by weight of water. In Example (2), metal di-isopropyl benzene dihydroperoxide is prepared by oxidation of meta di-isopropyl benzene with air; and the dihydroperoxide is crystallized out by adding toluene. The dihydroperoxide is then dissolved in acetone having a water-content of 0.3 per cent. A dilute solution of sulphur trioxide in acetone is also prepared. The two solutions are separately pumped through two reactors connected in series. The reactors are maintained at 58 DEG C.; and the residence-time of the mixture therein is 10 minutes. After adding magnesia to the effluent, it is filtered, and fractionally distilled to separate resorcinol. Example (4) relates to the conversion of cumene hydroperoxide into phenol. Specification 684,039 is referred to.
GB8102/58A 1957-03-15 1958-03-13 Process for the conversion of hydroperoxides of secondary alkyl aryls into phenols and ketones Expired GB819450A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL819450X 1957-03-15

Publications (1)

Publication Number Publication Date
GB819450A true GB819450A (en) 1959-09-02

Family

ID=19839006

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8102/58A Expired GB819450A (en) 1957-03-15 1958-03-13 Process for the conversion of hydroperoxides of secondary alkyl aryls into phenols and ketones

Country Status (1)

Country Link
GB (1) GB819450A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4339614A (en) * 1980-03-14 1982-07-13 Pcuk Produits Chimiques Ugine Kuhlmann Superacid catalyzed preparation of resorcinol from meta-isopropylphenol
US4339613A (en) * 1980-03-14 1982-07-13 Pcuk Produits Chimiques Ugine Kuhlmann Superacid catalyzed preparation of resorcinol from meta-diisopropylbenzene
EP1066233A1 (en) * 1998-02-24 2001-01-10 Indspec Chemical Corporation Improved process for the production of a dihydroxybenzene and dicarbinol from diisopropylbenzene
BE1015709A3 (en) * 2002-10-11 2005-07-05 Sumitomo Chemical Co CATALYST FOR AN acidolysis AROMATIC COMPOUND AND USE hydroperoxy.

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4339614A (en) * 1980-03-14 1982-07-13 Pcuk Produits Chimiques Ugine Kuhlmann Superacid catalyzed preparation of resorcinol from meta-isopropylphenol
US4339613A (en) * 1980-03-14 1982-07-13 Pcuk Produits Chimiques Ugine Kuhlmann Superacid catalyzed preparation of resorcinol from meta-diisopropylbenzene
EP1066233A1 (en) * 1998-02-24 2001-01-10 Indspec Chemical Corporation Improved process for the production of a dihydroxybenzene and dicarbinol from diisopropylbenzene
EP1066233A4 (en) * 1998-02-24 2001-04-25 Indspec Chemical Corp Improved process for the production of a dihydroxybenzene and dicarbinol from diisopropylbenzene
US6350921B1 (en) 1998-02-24 2002-02-26 Indspec Chemical Corporation Process for the production of a dihydroxybenzene and dicarbinol from diisopropylbenzene
BE1015709A3 (en) * 2002-10-11 2005-07-05 Sumitomo Chemical Co CATALYST FOR AN acidolysis AROMATIC COMPOUND AND USE hydroperoxy.

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