768-22-9

Basic information

• Product Name: Indene oxide
• Synonyms: INDONAPHTHENE OXIDE;INDENE OXIDE;6,6A-DIHYDRO-1AH-1-OXA-CYCLOPROPA[A]INDENE;1H-Indene, 1,2-epoxy-2,3-dihydro-;INDANEPOXIDE;1,2-Epoxyindan;1a,6a-Dihydro-6H-indeno[1,2-b]oxirene;2,3-Dihydro-2,3-epoxy-1H-indene
• CAS NO: 768-22-9
• Molecular Formula: C₉H₈O
• Molecular Weight: 132.16
• Product Categories: pharmacetical
• Mol File: 768-22-9.mol
• Article Data: 257

Chemical Properties

• Melting Point: 24.5°C
• Boiling Point: 184.08°C (rough estimate)
• Flash Point: 86.3 °C
• Appearance: /
• Density: 1.1255
• Vapor Pressure: 0.12mmHg at 25°C
• Refractive Index: 1.5610 (estimate)
• CAS DataBase Reference: Indene oxide(CAS DataBase Reference)
• NIST Chemistry Reference: Indene oxide(768-22-9)
• EPA Substance Registry System: Indene oxide(768-22-9)

Safety Data

• Hazardous Substances Data: 768-22-9(Hazardous Substances Data)

Usage

Description

Indene oxide, also known as 1,2-epoxy-1,2,3,4-tetrahydronaphthalene, is a chemical compound characterized by a cyclohexene ring fused with a benzene ring and an epoxide functional group. It is a colorless to light yellow liquid at room temperature, recognized for its role as a reactive intermediate in the synthesis of a variety of chemical compounds.

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

• 64-17-5 ethanol 
• 95-13-6 1-indene 
• 6351-10-6 1-Indanol 
• 19597-98-9 cis-1,2-dihydroxyindane carbonate 
• 10368-44-2 trans-2-bromo-1-indanol 
• 5400-80-6 2-bromo-1-indanol 
• 180681-90-7 (1S,2R)-2-bromo-2,3-dihydro-1H-inden-1-ol 
• 98-83-9 isopropenylbenzene 
• 214603-19-7 2,3-dihydro-1-oxo-1H-inden-2-yl-4-methylbenzenesulfonate 
• 918442-98-5 (S,S)-2,3-dihydro-2-(phenylseleno)-1H-inden-1-ol 
• 67528-24-9 (1S,2S)-2-bromo-2,3-dihydro-1H-inden-1-ol 
• 65-85-0 benzoic acid 
• 480-90-0 1H-inden-1-one 
• 15356-62-4 L-menthoxyacetyl chloride 

Downstream Products

• 476691-89-1 trans-3-hydroxy-2-(2-pyrrolyl)benzocyclopentane 
• 476691-91-5 tarns-3-hydroxy-2-(3-pyrrolyl)benzocyclopentane 
• 172588-77-1 (+)-trans-(1S,2S)-1,2-Dihydroxyindane 
• 67528-23-8 (1R,2R)-2,3-dihydro-1H-indene-1,2-diol 
• 768-22-9 (1aR,6aS)-6,6a-dihydro-1aH-indeno[1,2-b]oxirene 
• 4370-02-9 cis-indane-1,2-diol 
• 4370-02-9 trans-indane-1,2-diol 
• 615-13-4 2-indanone 
• 163061-74-3 (1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol 
• 7480-35-5 (1S,2R)-1-amino-2-indanol 
• 1333210-07-3 4-(((1R,2R)-2-((R)-3-aminopiperidin-1-yl)-2,3-dihydro-1H-inden-1-yl)oxy)-3-chlorobenzonitrile 
• 1333210-35-7 tert-butyl {(3R)-1-[(1R,2R)-1-(2-chloro-4-cyanophenoxy)-2,3-dihydro-1H-inden-2-yl]piperidin-3-yl}carbamate 
• 1333210-16-4 4-({(1R,2R)-2-[3-(2-aminopropan-2-yl)azetidin-1-yl]-2,3-dihydro-1H-inden-1-yl}oxy)-3-chlorobenzonitrile 
• 1333210-19-7 3-chloro-4-({(1R,2R)-2-[(3R)-3-(methylamino)piperidin-1-yl]-2,3-dihydro-1H-inden-1-yl}oxy)benzonitrile 

Relevant articles and documents

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.

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.

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 (

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.