GB1038182A - Production of epoxides - Google Patents

Production of epoxides

Info

Publication number
GB1038182A
GB1038182A GB2585063A GB2585063A GB1038182A GB 1038182 A GB1038182 A GB 1038182A GB 2585063 A GB2585063 A GB 2585063A GB 2585063 A GB2585063 A GB 2585063A GB 1038182 A GB1038182 A GB 1038182A
Authority
GB
United Kingdom
Prior art keywords
esters
haloalkyl
straight
chain alkyl
carbon atom
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
GB2585063A
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.)
Monsanto Co
Original Assignee
Monsanto 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 Monsanto Co filed Critical Monsanto Co
Publication of GB1038182A publication Critical patent/GB1038182A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/02—Synthesis of the oxirane ring
    • C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/04—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
    • C07D301/06—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the liquid phase
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D303/40—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
    • C07D303/42—Acyclic compounds having a chain of seven or more carbon atoms, e.g. epoxidised fats

Abstract

Epoxides are obtained by oxidizing an olefinically unsaturated compound with molecular oxygen in a liquid reaction medium comprising at least 25% by weight of at least one of: (i) acetone; (ii) acetic esters CH3COOCR3; (iii) boric esters <FORM:1038182/C2/1> (iv) carbonic esters R3CO.COOCR3 or <FORM:1038182/C2/2> and (v) benzoic esters PhCOOCR13, where each R is hydrogen, straight-chain alkyl or haloalkyl of 1-3 C, or straight-chain alkyl or haloalkyl of 2 or 3 C substituted on a non-terminal carbon atom by one or more alkyl or haloalkyl of 1-3 C [provided that the carbon atom to which the R's are attached bears not more than one CH2 group (not counting CH3)], and each R1 is hydrogen, straight-chain alkyl or haloalkyl of 1-4 C, or straight-chain alkyl or haloalkyl of 2-4 C substituted on a non-terminal carbon atom by at least one straight- or branched-chain alkyl or haloalkyl of 1-4 C. Many individual solvents are specified. Metal-containing catalysts may be present, as well as inert diluents. Examples epoxidize propylene, ethylene, 2-methyl-2-butene, styrene, butadiene, cyclohexene, propylene trimer, vinyl cyclohexene, isobutylene and soybean oil. Other starting materials are listed, including polymers, hydrocarbons, halohydrocarbons, alcohols, ethers, ketones, acids, esters, amides, imides, nitriles and phosphorus esters. Boric esters above may be prepared by reacting boric acid with appropriate alcohols or glycols.
GB2585063A 1962-06-29 1963-06-28 Production of epoxides Expired GB1038182A (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US20616062A 1962-06-29 1962-06-29
US21696662A 1962-08-15 1962-08-15
US21696762A 1962-08-15 1962-08-15
US21696562A 1962-08-15 1962-08-15
US21811362A 1962-08-20 1962-08-20

Publications (1)

Publication Number Publication Date
GB1038182A true GB1038182A (en) 1966-08-10

Family

ID=27539533

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2585063A Expired GB1038182A (en) 1962-06-29 1963-06-28 Production of epoxides

Country Status (2)

Country Link
DE (1) DE1468270A1 (en)
GB (1) GB1038182A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2019845A (en) * 1978-04-28 1979-11-07 Ugine Kuhlmann Catalytic epoxidation of olefines

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2019845A (en) * 1978-04-28 1979-11-07 Ugine Kuhlmann Catalytic epoxidation of olefines

Also Published As

Publication number Publication date
DE1468270A1 (en) 1969-01-09

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