36340-49-5

Upstream product

• 7235-40-7 beta-carotene 
• 79-77-6 (E)-β-ionone 
• 1107-26-2 trans-β-apo-8'-carotenal 
• 1638-05-7 12'-apo-β-caroten-12'-al 

Downstream Products

• 50464-95-4 6-methyl-6-(5'-methyl-2'-furyl)heptan-2-one 
• 65912-37-0 (E)-4-(1,2,2-Trimethyl-6-oxo-cyclohexyl)-but-3-en-2-on 
• 107675-07-0 4-(3'-methoxy-3',7',7'-trimethyl-2'-oxa-1'-cycloheptylidene)-2-butanone 
• 107675-04-7 1-(4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-benzofuran-2-yl)-ethanone 
• 52588-78-0 6,6-Dimethyl-undeca-3,4-diene-2,10-dione 
• 65868-83-9 6-(3-Acetyl-cycloprop-1-enyl)-6-methylheptan-2-on 
• 65869-11-6 (E)-4-(1-Acetyl-2,2-dimethyl-cyclopentyl)-but-3-en-2-on 
• 107675-08-1 (Z)-6,6-dimethyl-3-undecen-2,5,10-trione 
• 102635-39-2 4-(7',7'-dimethyl-3'-methylidene-2'-oxacycloheptylidene)-2-butanone 
• 65868-84-0 (Z)-4-(1,2,2-Trimethyl-6-oxo-cyclohexyl)but-3-en-2-on 
• 50464-96-5 6,6-dimethylundecane-2,5,10-trione 
• 107675-06-9 (2,2,6-trimethyl-9-oxabicyclo<4.2.1>non-8-en-7-yl) methyl ketone 
• 28494-34-0 4t-(1,2-dihydroxy-2,6,6-trimethyl-cyclohexyl)-but-3-en-2-one 
• 65869-04-7 4-(1,2,2-Trimethyl-6-oxo-cyclohexyl)butan-2-on 

Relevant academic research and scientific papers

Organoselenium-catalyzed selectivity-switchable oxidation of β-ionone

Catalyzed by organoselenium compounds, β-ionone was easily oxidized by H2O2 under mild and clean conditions. We were very surprised to find that the reaction selectivity was switchable by the catalyst. To the best of our knowledge, t

Sustainable catalytic protocols for the solvent free epoxidation and: Anti -dihydroxylation of the alkene bonds of biorenewable terpene feedstocks using H2O2 as oxidant

A tungsten-based polyoxometalate catalyst employing aqueous H2O2 as a benign oxidant has been used for the solvent free catalytic epoxidation of the trisubstituted alkene bonds of a wide range of biorenewable terpene substrates. This epoxidation protocol has been scaled up to produce limonene oxide, 3-carene oxide and α-pinene oxide on a multigram scale, with the catalyst being recycled three times to produce 3-carene oxide. Epoxidation of the less reactive disubstituted alkene bonds of terpene substrates could be achieved by carrying out catalytic epoxidation reactions at 50 °C. Methods have been developed that enable direct epoxidation of untreated crude sulfate turpentine to afford 3-carene oxide, α-pinene oxide and β-pinene oxide. Treatment of crude epoxide products (no work-up) with a heterogeneous acid catalyst (Amberlyst-15) results in clean epoxide hydrolysis to afford their corresponding terpene-anti-diols in good yields.

Kinetics of β-Carotene Oxidation in the Presence of Highly Active Forms of μ-Carbido Diiron(IV) Tetraphenylporphyrinate

Abstract: The oxidative destruction of β-carotene in the presence of highly oxidized forms of μ-carbido-bis[(5,10,15,20-tetraphenyl-21H,23H-porphyrinato)iron(IV)] (1 → 3) or its analog with axially coordinated imidazole (2 → 4) obtained under the action of tert-butyl hydroperoxide tBuOOH was studied by spectrophotometry. It was found that compound 3 is the oxo form of compound 1 singly oxidized at the macrocyclic ligand (π radical cation) under the action of which β-carotene is oxidized with a rate constant k = 3.3 L2 mol–2 s–1. A?conclusion is drawn that short-lived compound 4 has unique EAS and is capable of oxidizing tBuOOH to form O2, which makes it possible to consider it the model of peroxidase. The value of k for the reaction with the participation of β-carotene and compound 4 (k = 10.3 L2 mol–2 s–1) is three times higher than that with the participation of compound 3. If a new portion of β-carotene is added, the process of its oxidative destruction in the presence of compounds 3 or 4 occurs without additives of the dimeric complex and peroxide. A?possible nature of compound 4 is discussed, as well as the influence of N-base in the coordination sphere of the complex on the nature of active intermediates and the rate of β-carotene decomposition.

A production method of β - Ionone epoxide

The invention discloses a production method of beta-ionone epoxide in the field of flavor production, which comprises the following steps: in a nitrogen protective atmosphere, oxidizing beta-ionone in a solvent by using di(3,5-ditrifluoromethylphenyl)dise

MnO2/TBHP: A Versatile and User-Friendly Combination of Reagents for the Oxidation of Allylic and Benzylic Methylene Functional Groups

In the presence of activated MnO2, tert-butyl hydroperoxide (TBHP) in CH2Cl2 is able to oxidize the allylic and benzylic methylene groups of different classes of compounds. I describe a one-pot oxidation protocol based on two sequential steps. In the first step, carried out at low temperature, MnO2 catalyses the oxidation of the methylene group. This is followed by a second step where reaction temperature is increased, allowing MnO2 both to catalyse the decomposition of unreacted TBHP and to oxidize allylic alcohols that could possibly be formed. The proposed oxidation procedure is generally applicable, although its efficiency, regioselectivity, and chemoselectivity are strongly dependent on the structure of the substrate. A simple and user-friendly synthetic procedure for the oxidation of allylic and benzylic methylene groups to the corresponding conjugated carbonyl derivatives is described. The proposed oxidation protocol is based on the combined use of MnO2 and tert-butyl hydroperoxide, and is generally applicable.

Generation of norisoprenoid flavors from carotenoids by fungal peroxidases

To biotechnologlcally produce norisoprenoid flavor compounds, two extracellular peroxidases (MsP1 and MsP2) capable of degrading carotenoids were isolated from the culture supematants of the basidiomycete Marasmlus scorodonlus (garlic mushroom). The encod

Solvent-free aerobic chemoselective oxidation of β-ionone catalyzed by N-hydroxyphthalimide/Co(acac)2

β-Ionone was oxidized with O2 under solvent-free conditions catalyzed by an N-hydroxyphthalimide/Co(acac)2 system in mild conditions with high conversion and excellent selectivity to oxo-β-ionone or 5,6-epoxy-β-ionone in different reaction conditions, respectively. Copyright Taylor & Francis Group, LLC.

Effect of cis/trans isomerism of β-carotene on the ratios of volatile compounds produced during oxidative degradation

β-Carotene is, when cleaved, an important source of flavor and aroma compounds in fruits and flowers. Among these aroma compounds, the main degradation products are β-ionone, 5,6-epoxy-β-ionone, and dihydroactinidiolide (DHA), which are associated by flavorists and perfumers with fruity, floral, and woody notes. These three species can be produced by degradation of β-carotene through an attack by enzyme-generated free radicals and a cleavage at the C9-C10 bond. This study investigated the influence of cis/trans isomerism at the C9-C10 bond on the production of β-carotene degradation compounds, first with a predictive approach and then experimentally with different isomer mixtures. β-Carotene solutions containing high ratios of 9-cis-isomers produced more DHA, suggesting a different pathway than for the transformation of all-trans-β-carotene to ionone and DHA. These results are important in the search for financially viable processes to produce natural carotene-derived aroma compounds.

A short and efficient regioselective approach to the C-6 to C-19 segment of bifurcaranes and a formal total synthesis of β-microbiotene, microbiotol and cyclocuparanol

Employing an epoxide rearrangement based ring contraction reaction, a short and efficient regioselective approach to the C-6 to C-19 segment of the toluquinol substituted diterpenes bifurcaranes, and its extension to a formal total synthesis of the sesquiterpenes (±)-β-microbiotene, (±)-microbiotol and (±)-cyclocuparanol are described. The Royal Society of Chemistry 1999.