GB745128A - Manufacture of organic hydroperoxides - Google Patents

Manufacture of organic hydroperoxides

Info

Publication number
GB745128A
GB745128A GB6588/52A GB658852A GB745128A GB 745128 A GB745128 A GB 745128A GB 6588/52 A GB6588/52 A GB 6588/52A GB 658852 A GB658852 A GB 658852A GB 745128 A GB745128 A GB 745128A
Authority
GB
United Kingdom
Prior art keywords
naphthenate
oxidized
magnesium oxide
hydroperoxide
oxygen
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
GB6588/52A
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.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Publication of GB745128A publication Critical patent/GB745128A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C409/00—Peroxy compounds
    • C07C409/02—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
    • C07C409/14—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides the carbon atom belonging to a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00—Preparation of peroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C409/00—Peroxy compounds
    • C07C409/02—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
    • C07C409/04—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides the carbon atom being acyclic
    • C07C409/08—Compounds containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C409/00—Peroxy compounds
    • C07C409/02—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
    • C07C409/04—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides the carbon atom being acyclic
    • C07C409/08—Compounds containing six-membered aromatic rings
    • C07C409/10—Cumene hydroperoxide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

Landscapes

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

Abstract

Aromatic and hydroaromatic hydroperoxides are prepared by contacting in the liquid phase a hydroaromatic hydrocarbon or an aromatic hydrocarbon of the formula <FORM:0745128/IV(a)/1> wherein R1 is aryl, R2 is alkyl and R3 is hydrogen or alkyl, with oxygen or an oxygen-containing gas, at temperatures not above 130 DEG C. in the absence of water and in the presence of an acid binding agent such as magnesium oxide, calcium carbonate, barium carbonate, sodium naphthenate or magnesium naphthenate, and an oil-soluble salt of a heavy metal such as cerium, iron, lead, copper, cobalt, nickel or manganese as a catalyst. Specified hydroaromatic hydrocarbons are tetrahydronaphthalene and decahydronaphthalene. In examples (1)-(3) cumene is oxidized to the hydroperoxide in the presence of cerium naphthenate using as acid binding agents calcium hydroxide, magnesium oxide, calcium carbonate, barium carbonate, magnesium naphthenate and sodium naphthenate; (4) cumene is oxidized to the peroxide in the presence of cobalt naphthenate using as acid binding agents magnesium oxide or sodium naphthenate; (5) isopropyl naphthalene is oxidized to the hydroperoxide by means of oxygen in the presence of cobalt naphthenate and magnesium oxide; (6) tetrahydronaphthalene is oxidized to the hydroperoxide by the method of (5) and (7) cumene is oxidized to the hydroperoxide by oxygen in the presence of cerium naphthenate and magnesium oxide. Specifications 309,005, [Class 2 (iii)], 712,708 and 714,836 are referred to.
GB6588/52A 1951-11-07 1952-03-13 Manufacture of organic hydroperoxides Expired GB745128A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE745128X 1951-11-07

Publications (1)

Publication Number Publication Date
GB745128A true GB745128A (en) 1956-02-22

Family

ID=6648191

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6588/52A Expired GB745128A (en) 1951-11-07 1952-03-13 Manufacture of organic hydroperoxides

Country Status (1)

Country Link
GB (1) GB745128A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4022841A (en) * 1967-12-26 1977-05-10 Sun Company, Inc. Organometallic complexes as alkylaromatic oxidation catalysts
EP0018803A1 (en) * 1979-04-27 1980-11-12 Mitsui Petrochemical Industries, Ltd. Process for preparation of aromatic tertiary hydroperoxides and phenols prepared therefrom

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4022841A (en) * 1967-12-26 1977-05-10 Sun Company, Inc. Organometallic complexes as alkylaromatic oxidation catalysts
EP0018803A1 (en) * 1979-04-27 1980-11-12 Mitsui Petrochemical Industries, Ltd. Process for preparation of aromatic tertiary hydroperoxides and phenols prepared therefrom
US4288637A (en) 1979-04-27 1981-09-08 Mitsui Petrochemical Industries, Ltd. Process for preparation of aromatic hydroperoxides

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