768-22-9

Usage

Uses

Used in Pharmaceutical Industry:
Indene oxide is used as a chiral building block for the synthesis of pharmaceuticals, leveraging its unique structure to create enantiomerically pure compounds, which is crucial for the development of effective and safe medications.
Used in Perfume Industry:
In the perfume industry, Indene oxide is utilized as a starting material for the production of fragrances, capitalizing on its ability to contribute to the creation of complex and distinctive scents.
Used in Industrial Chemical Production:
Indene oxide serves as a key intermediate in the synthesis of various industrial chemicals, playing a vital role in the development of new materials and compounds for a range of applications.
Used in Organic Synthesis:
Indene oxide is employed as a starting material in organic synthesis, particularly for the synthesis of biologically active compounds, due to its reactive nature and potential to form a variety of chemical products.
Safety Note:
It is important to handle Indene oxide with care in laboratory and industrial settings, as it is known to be a skin irritant, requiring appropriate safety measures to prevent adverse effects on human health.

InChI:InChI=1/C9H8O/c1-2-4-7-6(3-1)5-8-9(7)10-8/h1-4,8-9H,5H2

Upstream product

• 5400-80-6 2-bromo-1-indanol 
• 10368-44-2 trans-2-bromo-1-indanol 
• 93-59-4 Perbenzoic acid 
• 95-13-6 1-indene 
• 524-38-9 N-hydroxyphthalimide 
• 19597-98-9 cis-1,2-dihydroxyindane carbonate 
• 64-17-5 ethanol 
• 6351-10-6 1-Indanol 
• 83-33-0 inden-1-one 
• 931-88-4 1,2-cyclooctene 
• 67-64-1 acetone 
• 67528-24-9 (1S,2S)-2-bromo-2,3-dihydro-1H-inden-1-ol 
• 918442-98-5 (S,S)-2,3-dihydro-2-(phenylseleno)-1H-inden-1-ol 
• 214603-19-7 2,3-dihydro-1-oxo-1H-inden-2-yl-4-methylbenzenesulfonate 

Downstream Products

• 615-13-4 2-indanone 
• 4254-29-9 indan-2-ol 
• 56175-44-1 trans-1-methoxy-2-hydroxyindan 
• 91789-01-4 (1RS),(2RS)-1-(1-phenylthioprop-2-enyl)indan-2-ol 
• 91789-05-8 (1RS),(2RS)-1-1-(4-methoxyphenylthioprop-2-enyl)indan-2-ol 
• 78508-40-4 2-hydroxy-1-thiocyanatoindane 
• 91789-08-1 (1RS),(2RS)-(2E)-1-<1-phenylthio-oct-2-enyl>indan-2-ol 
• 4370-02-9 trans-indane-1,2-diol 
• 19597-97-8 #cis-2,2-dimethyl-3a,8-dihydro-8aH-indeno[1,2-d][1,3]dioxole 
• 4370-02-9 indan-1,2-diol 
• 7480-35-5 trans-1-aminoindan-2-ol 
• 25705-34-4 2-(2-oxoethyl)benzaldehyde 
• 810-20-8 N-<4-(2-Hydroxy-indanyl-(1)-amino)-benzoyl>-DL-glutaminsaeure-diaethylester 
• 796-55-4 4-<2-Hydroxy-indanyl-(1)-amino>-N,N-dimethyl-benzamid 

Relevant academic research and scientific papers

A very simple method to synthesize nano-sized manganese oxide: An efficient catalyst for water oxidation and epoxidation of olefins

Nano-sized particles of manganese oxides have been prepared by a very simple and cheap process using a decomposing aqueous solution of manganese nitrate at 100 °C. Scanning electron microscopy, transmission electron microscopy and X-ray diffraction spectrometry have been used to characterize the phase and the morphology of the manganese oxide. The nano-sized manganese oxide shows efficient catalytic activity toward water oxidation and the epoxidation of olefins in the presence of cerium(iv) ammonium nitrate and hydrogen peroxide, respectively.

Enthalpy- and/or entropy-controlled asymmetric oxidation: Stereocontrolling factors in Mn-salen-catalyzed oxidation

The degree of enantioselection by second-generation Mn-salen complexes was found to depend upon the conformation of their ligand and substrate nucleophilicity. Oxidation of usual olefins was better effected by using (R,S)-Mn-salen complexes as catalysts, while that of more nucleophilic ones was achieved by using (R,R)-Mn-salen complexes. This phenomenon was explained by analyzing the enthalpy and entropy factors of the reactions. (C) 2000 Elsevier Science Ltd.

Biomimetic epoxidation of alkenes with sodium periodate catalyzed by tetraphenylporphyrinatomanganese(III) chloride supported on multiwall carbon nanotubes

The biomimetic epoxidation of alkenes catalyzed by tetraphenylporphyrinatomanganese(III) chloride, [Mn(TPP)Cl], immobilized on multiwall carbon nanotubes modified with 4-aminopyridine and 4-aminophenol is reported. These heterogenized catalysts were used as efficient and reusable catalysts for epoxidation of a variety of cyclic and linear alkenes with sodium periodate under mild conditions. The catalysts, [Mn(TPP)Cl@amine-MWCNT], were characterized by physico-chemical and spectroscopic methods. The effect of ultrasonic irradiation on these catalytic systems was also investigated. The catalysts were reused several times without loss of their activity. Springer Science+Business Media B.V. 2011.

Mechanistic studies of olefin epoxidation by a manganese porphyrin and hypochlorite: An alternative explanation of "saturation kinetics"

The catalytic epoxidation of olefins with Mn(TMP)Cl with phase-transfer catalysis and hypochlorite has been reexamined from the point of view of material balance and stability of this system in the presence of three axial ligands. The efficiency (yield of epoxide formation based on OCl- consumed) is found to fall off with decreasing olefin concentration and to be influenced by the nature of the axial base. With t-BuPy as the axial ligand, the stirred system in the absence of olefin is found to be stable over prolonged periods and does not lose OCl- titer. This leads to the conclusion that, in the presence of low olefin concentration, the missing OCl- equivalents must be consumed in a side reaction with the olefin. It is proposed that extensive byproduct oxidations account for loss of OCl-, low efficiency, and apparent "saturation kinetics" we previously reported.

Chiral porous poly(ionic liquid)s: Facile one-pot, one-step synthesis and efficient heterogeneous catalysts for asymmetric epoxidation of olefins

Ionic liquids are potential media/solvents for asymmetric synthesis when combined with chiral catalysts, while most reported catalysts are homogenous, making them difficult to separate from the reaction systems. Herein, chiral porous poly(ionic liquid)s (

Dioxo-molybdenum(VI) unsymmetrical Schiff base complex supported on CoFe2O4@SiO2 nanoparticles as a new magnetically recoverable nanocatalyst for selective epoxidation of alkenes

In the present work, a dioxo-molybdenum unsymmetrical Schiff base complex, [MoO2(salenac-OH)], in which salenac-OH = [9-(2',4'-dihydroxyphenyl)-5,8-diaza-4-methylnona-2,4,8-trienato](-2), has been prepared and covalently immobilized on the sili

Efficient and selective oxidation of hydrocarbons with tert-butyl hydroperoxide catalyzed by oxidovanadium(IV) unsymmetrical Schiff base complex supported on γ-Fe2O3 magnetic nanoparticles

The catalytic activity of an oxidovanadium(IV) unsymmetrical Schiff base complex supported on γ-Fe2O3 magnetic nanoparticles, γ-Fe2O3@[VO(salenac-OH)] in which salenac-OH = [9-(2′,4′-dihydroxyphenyl)-5,8-diaza-4

Asymmetric azidohydroxylation of styrene derivatives mediated by a biomimetic styrene monooxygenase enzymatic cascade

Enantioenriched azido alcohols are precursors for valuable chiral aziridines and 1,2-amino alcohols, however their chiral substituted analogues are difficult to access. We established a cascade for the asymmetric azidohydroxylation of styrene derivatives leading to chiral substituted 1,2-azido alcohols via enzymatic asymmetric epoxidation, followed by regioselective azidolysis, affording the azido alcohols with up to two contiguous stereogenic centers. A newly isolated two-component flavoprotein styrene monooxygenase StyA proved to be highly selective for epoxidation with a nicotinamide coenzyme biomimetic as a practical reductant. Coupled with azide as a nucleophile for regioselective ring opening, this chemo-enzymatic cascade produced highly enantioenriched aromatic α-azido alcohols with up to >99% conversion. A bi-enzymatic counterpart with halohydrin dehalogenase-catalyzed azidolysis afforded the alternative β-azido alcohol isomers with up to 94% diastereomeric excess. We anticipate our biocatalytic cascade to be a starting point for more practical production of these chiral compounds with two-component flavoprotein monooxygenases.

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.

Anchoring of a terpyridine-based Mo(VI) complex on manganese ferrite as a recoverable catalyst for epoxidation of olefins under solvent-free conditions

A magnetically separable heterogeneous nanocatalyst was obtained by anchoring a terpyridine-based Mo(VI) complex on modified MnFe2O4 nanoparticles and characterized by Fourier transform infrared (FT-IR), X-ray diffraction (XRD) and diffuse reflectance spectroscopies (DRS), transmission electron microscopy (TEM), scanning electron microscopy (SEM), vibrating sample magnetometry (VSM), X-ray photoelectron spectroscopy (XPS) and Brunauer-Emmett-Teller (BET) analysis. The catalytic activity of the supported molybdenum based catalyst was evaluated in the selective epoxidation of various olefins (cyclooctene, limonene, 1-dodecane, 1-heptene, styrene, 1-indene, α-pinene, cyclohexene) with tert-butyl hydroperoxide (TBHP) as an oxidant under solvent-free conditions. This nanocatalyst was easily separated by using an external magnetic field and reused consecutively at least five times with no significant loss in selectivity and catalytic activity. The short reaction time, simple preparation, high conversion, good physicochemical stability and magnetic recycling of the catalysts are beneficial.