943-93-1

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 105, p. 5786, 1983 DOI: 10.1021/ja00356a015

InChI:InChI=1/C12H18O/c1-2-4-6-8-10-12-11(13-12)9-7-5-3-1/h3-6,11-12H,1-2,7-10H2/b5-3+,6-4+

Upstream product

• 4904-61-4 cyclododeca-1,5,9-triene 
• 706-31-0 (1E,5E,9Z)-cyclododeca-1,5,9-triene 
• 4736-48-5 (Z,Z,Z)-1,5,9-cyclododecatriene 

Downstream Products

• 1724-39-6 cyclododecanol 
• 286-99-7 1,2-epoxycyclododecane 
• 286-99-7 trans-epoxycyclododecane 
• 1502-29-0 cis-1,2-epoxycyclododecane 
• 294-62-2 cyclododecane 
• 830-13-7 cyclododecanone 
• 86607-67-2 E,E-1-chlorocyclododeca-5,9-dien-2-one 
• 947-04-6 2-azacyclotridecanone 
• 15229-79-5 cyclododeca-4,8-dien-1-one 

Relevant academic research and scientific papers

Modification of MnFe2O4 surface by Mo (VI) pyridylimine complex as an efficient nanocatalyst for (ep)oxidation of alkenes and sulfides

In this current paper, we report a new type of heterogeneous molybdenum (+6) complex, prepared by covalent grafting of cis-dioxo?molybdenum (VI) pyridylimine complex on the surface of MnFe2O4 nanoparticles (NP) and characterized using various physicochemical techniques. The recyclable prepared nanocatalyst was tested for sulfoxidation of sulfides and epoxidation of alkenes under solvent-free condition. The catalyst exhibited high turnover frequency for the oxidization of cyclooctene and cyclohexene (10,850 h?1) and thioanisole and dimethyl sulfide (41,250 h?1). The synthesized catalyst was found highly efficient, retrievable and eco-friendly catalyst for the (ep)oxidation of alkenes and sulfides in excellent yields in a short time. Furthermore, the synthesized nanocatalyst can be reused for four runs without apparent loss of its catalytic activity in the oxidation reaction.

COVALENTLY-BOUND POLYBROMOCYCLODODECANE FLAME RETARDANTS

A polybrominated flame-retardant compound, a process for forming a flame-retardant material, and an article of manufacture are disclosed. The polybrominated flame-retardant compound includes a cyclododecane moiety, at least two bromo groups, and at least one substituent having a reactive functional group. The process includes forming a polybromocyclododecane (PBCD) compound having at least one reactive functional group and incorporating the PBCD compound into a polymer in a process that includes covalent binding of the PBCD compound. The article of manufacture includes a flame-retardant material that comprises a polymer with a covalently-bound PBCD compound.

Mo catalyst and application thereof in preparation of 9,10-epoxy-1, 5-cyclododecene

The invention discloses a Mo catalyst and application thereof in preparation of 9,10-epoxy-1, 5-cyclododecene. The preparation method comprises the following steps: mixing the Mo catalyst and a tert-butyl hydroperoxide/tert-butyl alcohol system, and carrying out preheating to a reaction temperature; separately introducing the preheated mixture of the Mo catalyst and the tert-butyl hydroperoxide/tert-butyl alcohol system and a cocatalyst into a reactive distillation tower, and carrying out a contact reaction on the introduced substances and 1,5,9-cyclododecene in the reactive distillation tower; and discharging the product 9,10-epoxy-1, 5-cyclododecene from the bottom of the reactive distillation tower, and extracting a byproduct tert-butyl alcohol from the top of the reactive distillationtower. The preparation method provided by the invention overcomes the defects of poor solubility, easy precipitation and poor stability of traditional Mo catalysts; and meanwhile, reaction selectivityis improved, and a post-treatment process is simplified.

UNSATURATED MACROCYCLIC EPOXIDE AS PERFUMING INGREDIENT

The present invention relates to a compound of formula (I) in the form of any one of its stereoisomers or a mixture thereof which is useful as perfuming ingredients.

Making Fe(BPBP)-catalyzed C-H and CC oxidations more affordable

The limited availability of catalytic reaction components may represent a major hurdle for the practical application of many catalytic procedures in organic synthesis. In this work, we demonstrate that the mixture of isomeric iron complexes [Fe(OTf)2(mix-BPBP)] (mix-1), composed of Λ-α-[Fe(OTf)2(S,S-BPBP)] (S,S-1), Δ-α- [Fe(OTf)2(R,R-BPBP)] (R,R-1) and Δ/Λ-β-[Fe(OTf) 2(R,S-BPBP)] (R,S-1), is a practical catalyst for the preparative oxidation of various aliphatic compounds including model hydrocarbons and optically pure natural products using hydrogen peroxide as an oxidant. Among the species present in mix-1, S,S-1 and R,R-1 are catalytically active, act independently and represent ca. 75% of mix-1. The remaining 25% of mix-1 is represented by mesomeric R,S-1 which nominally plays a spectator role in both C-H and C=C bond oxidation reactions. Overall, this mixture of iron complexes displays the same catalytic profile as its enantiopure components that have been previously used separately in sp3 C-H oxidations. In contrast to them, mix-1 is readily available on a multi-gram scale via two high yielding steps from crude dl/meso-2,2′-bipyrrolidine. Next to its use in C-H oxidation, mix-1 is active in chemospecific epoxidation reactions, which has allowed us to develop a practical catalytic protocol for the synthesis of epoxides.

METHOD FOR PRODUCING AMIDE COMPOUND

The present invention relates to a method for producing a high purity, high quality amide compound, particularly, lactam. A first embodiment of the present invention is characterized in that an amount of each of a halide, an aldehyde compound, an alcohol compound and a nitrile compound contained in a solution recycled into an oxime-forming step is controlled to an amount of 0.4 mol % or less based on the ketone as a starting material. A second embodiment of the present invention is characterized in that one or more compounds selected from the group consisting of a ketone, an oxime and an amide compound are purified by hydrogenation and/or crystallization for eliminating impurities containing a double bond. A third embodiment of the present invention is characterized in that a content of impurities having a cyclic bridge structure is controlled by using a cycloalkanone purified by recrystallization.

Iron-catalyzed epoxidation of olefins using hydrogen peroxide

A practical method of olefin epoxidation was developed by combining FeCl3·6H2O and 1-methylimidazole in acetone using H2O2 as the terminal oxidant. This system showed very good reactivity toward epoxidation of both terminal and substituted alkenes. The use of tridentate and tetradentate amine-bis(phenolate) ligands as additives was also examined. Modest improvement in selectivity was achieved if a bulky tridentate ligand was used. Generally, however, the simple catalyst system involving ferric chloride, 1-methylimidazole and dilute H2O 2 in acetone proved most successful in achieving good to excellent yields of epoxide products for a number of substrates, including aromatic and aliphatic alkenes.

Novel polyaniline supported cobalt catalyzed aerobic oxidation of unsaturated organic compounds

The oxidation of organic compounds with carbon-carbon double bond with molecular oxygen under atmospheric pressure in the presence of new polyaniline supported catalyst 1 has been studied. This catalyst turned out to be efficient and selective for oxidation of some unsaturated organic compounds. Oxidation of alkenes, cycloalkenes and terpenes give corresponding epoxy derivatives, whereas organic compounds with carbon carbon double bond in benzylic position give ketones as a main product. Taylor & Francis Group, LLC.

METHODS OF MAKING CYCLODODECATRIENE AND METHODS OF MAKING LAUROLACTONE

The present disclosure provides processes for the preparation of dodecanedioic acid (DDDA).

Microwave-assisted epoxidation of simple alkenes in the presence of hydrogen peroxide

A novel application of microwave irradiation for the epoxidation of some simple alkenes, in which hydrogen peroxide was used as an oxidant together with sodium tungsten and phosphorous acid under phase-transfer catalytic (PTC) conditions, is described as a new environmentally benign method. In comparison with conventional heating, the microwave process is a very useful alternative for introducing of the oxirane ring into some unsaturated hydrocarbons because of reduction of the reaction time and increase in yield. Copyright Taylor & Francis, Inc.