GB962121A - Polycyclic epoxides, their preparation and compositions containing them - Google Patents

Polycyclic epoxides, their preparation and compositions containing them

Info

Publication number
GB962121A
GB962121A GB2768761A GB2768761A GB962121A GB 962121 A GB962121 A GB 962121A GB 2768761 A GB2768761 A GB 2768761A GB 2768761 A GB2768761 A GB 2768761A GB 962121 A GB962121 A GB 962121A
Authority
GB
United Kingdom
Prior art keywords
compounds
specified
substituents
materials
oils
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
GB2768761A
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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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 Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Publication of GB962121A publication Critical patent/GB962121A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/687—Unsaturated compounds containing a keto groups being part of a ring containing halogen
    • C07C49/693—Unsaturated compounds containing a keto groups being part of a ring containing halogen polycyclic
    • 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
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/32—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by aldehydo- or ketonic radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention comprises the compounds of formula: <FORM:0962121/C1/1> where each X, X1 and X11 is H, Cl, Br, or a substitute or unsubstituted hydrocarbon group containing not more than 10 carbon atoms, the broken lines indicating that th 1,4-methane bridge or the 2,3-or 6,7-double bonds may each be present or replaced by a pair of hydrogen atoms; and their production by epoxidising a compound: <FORM:0962121/C1/2> e.g. with H2O2 in the presence of a water-soluble alkaline material such as Na2CO3. Specified organic substituents are C1- 6 alkyl, cyclopentyl, cyclohexyl, methylcyclohexyl, dimethylcyclooctyl, 3,5,5-trimethylcyclohexyl, phenyl, methylphenyl, ethylphenyl, benzyl, phenethyl, allyl, crotyl, butadienyl, pentadienyl, vinylphenyl, allylphenyl, phenylvinyl, phenylcrotyl and phenylallyl; suitable substituents for these are halogen, cyano and nitro. The compounds of the invention are biocidally active (see Division A5). Starting materials may be prepared by the processes: <FORM:0962121/C1/3> <FORM:0962121/C1/4> followed by chlorination or bromination; <FORM:0962121/C1/5> or by similar reactions with a suitable acyclic diene; a suitable starting material is also obtained by the process:- <FORM:0962121/C1/6> Compounds in which the bridged ring is saturated may be obtained by hydrogenation of the 2, 3-unsaturated starting materials.ALSO:Bioxidally active compositions contain a compound <FORM:0962121/A5-A6/1> where each X, X1 and X11 is H, Cl, Br or a substituted or unsubstituted hydrocarbon group (specified substituents being halogen, cyano and nitro) containing not more than 10 carbon atoms, the broken lines indicating that the 1,4-methano bridge or the 2,3- or 6,7-double bonds may each be present or replaced by a pair of hydrogen atoms (see Division C2) together with a liquid or solid diluent and/or a wetting agent. These compositions are active against fungi and bacteria. Suitable diluents are vegetable oils such as castor oil, low-boiling solvents such as carbon tetrachloride, ethylene dichloride, hydrogenated naphthalene, alkylated naphthalene, solvent naphtha; petroleum oils, xylene; tricalcium phosphate, chalk, bentonite, kaolin, kieselguhr. Suitable wetting agents are specified. Heavy hydrocarbon oils, other fungicidal, viricidal, insecticidal or acaricidal materials, plant nutritives, plant hormones, and materials which suppress phytotoxic action, such as glucose, may be present.
GB2768761A 1960-08-01 1961-07-31 Polycyclic epoxides, their preparation and compositions containing them Expired GB962121A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US4637160A 1960-08-01 1960-08-01
US8799061A 1961-02-09 1961-02-09

Publications (1)

Publication Number Publication Date
GB962121A true GB962121A (en) 1964-06-24

Family

ID=26723846

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2768761A Expired GB962121A (en) 1960-08-01 1961-07-31 Polycyclic epoxides, their preparation and compositions containing them

Country Status (4)

Country Link
BE (1) BE606758A (en)
CH (1) CH416209A (en)
GB (1) GB962121A (en)
NL (1) NL267736A (en)

Also Published As

Publication number Publication date
CH416209A (en) 1966-06-30
BE606758A (en)
NL267736A (en)

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