4254-29-9

Usage

Uses

Used in Pharmaceutical Industry:
2-Indanol is used as an intermediate for the synthesis of various pharmaceutical compounds due to its unique chemical properties and structural characteristics.
Used in Chemical Research:
2-Indanol serves as a valuable compound in chemical research, particularly in the study of hydrogen bonding and its effects on molecular stability.
Used in Organic Synthesis:
2-Indanol is used as a building block in organic synthesis for the creation of various organic compounds, taking advantage of its reactive functional groups and structural features.
Used in Analytical Chemistry:
2-Indanol can be employed as a reference compound or standard in analytical chemistry for the development and validation of analytical methods, such as spectroscopic techniques, due to its well-defined chemical properties.

InChI:InChI=1/C9H10O/c10-9-5-7-3-1-2-4-8(7)6-9/h1-4,9-10H,5-6H2

Upstream product

• 10368-44-2 trans-2-bromo-1-indanol 
• 95-13-6 1-indene 
• 6932-79-2 1-bromo-indan-2-one 
• 615-13-4 2-indanone 
• 64-17-5 ethanol 
• 125141-73-3 4-bromo-2,3-dihydro-1H-inden-2-ol 
• 7440-05-3 palladium 
• 1557159-16-6 (2,3-dihydro-1H-inden-2-yl)boronic acid 
• 1557201-10-1 potassium (2,3-dihydro-1H-inden-2-yl)trifluoroborate 
• 7664-41-7 ammonia 
• 768-22-9 2,3-epoxyindene 
• 60-29-7 diethyl ether 
• 123-91-1 1,4-dioxane 
• 4254-31-3 2-acetoxyindane 

Downstream Products

• 17783-69-6 indan-2-yl p-toluenesulphonate 
• 87751-11-9 Acetic acid 2-(2-oxo-ethyl)-benzyl ester 
• 10166-08-2 2-methyl-benzeneacetaldehyde 
• 615-13-4 2-indanone 
• 14019-65-9 1,2-bisbenzene 
• 50423-49-9 1,2-bis(iodomethyl)benzene 
• 175079-50-2 2-Carbamoylindane 
• 115898-38-9 3-[(2,3-dihydro-1H-inden-2-yl)oxy]-4-methoxy-benzaldehyde 
• 101169-31-7 indanyl p-toluenesulphonate 
• 71482-23-0 2,3-dihydro-1H-inden-2-yl benzoate 
• 95-13-6 1-indene 

Relevant academic research and scientific papers

A Mass Spectral Investigation of Water and Acetic Acid Elimination From 1- and 2-Indan Derivatives

Water and acetic acid eliminations from 1- and 2-indan derivatives have been investigated.Deuterium labeling, high resolution peak matching and the metastable peak analysis capabilities of a high resolution triple analyzer (E B E) mass spectrometer were employed to examine the eliminations.These experiments showed that water was lost from 1-indanol via 1,2 and 1,3 processes.These results contrast with those obtained for 1-tetralol, which specifically eliminates water in a 1,4 process involving the benzylic hydrogens.Water elimination from 2-indanol is preceded by a slow hydroxyl-benzylic hydrogen exchange and proceeds specifically 1,2.Water losses from both 1- and 2-indanol are characterized by large kinetic energy releases.Acetic acid elimination is shown to occur specifically 1,3 from 1-acetoxyindan and 1,2 from 2-acetoxyindan.

Selective deprotection of alkyl t-butyldimethylsilyl ethers in the presence of aryl t-butyldimethylsilyl ethers with bismuth bromide

Alkyl t-butyldimethylsilyl ethers can be selectively cleaved in the presence of aryl ethers using a catalytic amount of bismuth bromide in wet acetonitrile at ambient temperatures. (C) 2000 Elsevevier Science Ltd.

A General Method for Photocatalytic Decarboxylative Hydroxylation of Carboxylic Acids

A general and practical method for decarboxylative hydroxylation of carboxylic acids was developed through visible light-induced photocatalysis using molecular oxygen as the green oxidant. The addition of NaBH4 to in situ reduce the unstable peroxyl radical intermediate much broadened the substrate scope. Different sp3 carbon-bearing carboxylic acids were successfully employed as substrates, including phenylacetic acid-type substrates, as well as aliphatic carboxylic acids. This transformation worked smoothly on primary, secondary, and tertiary carboxylic acids.

Direct Photorelease of Alcohols from Boron-Alkylated BODIPY Photocages

BODIPY photocages allow the release of substrates using visible light irradiation. They have the drawback of requiring reasonably good leaving groups for photorelease. Photorelease of alcohols is often accomplished by attachment with carbonate linkages, which upon photorelease liberate CO2 and generate the alcohol. Here, we show that boron-alkylated BODIPY photocages are capable of directly photoreleasing both aliphatic alcohols and phenols upon irradiation via photocleavage of ether linkages. Direct photorelease of a hydroxycoumarin dye was demonstrated in living HeLa cells.

Erbium-Catalyzed Regioselective Isomerization-Cobalt-Catalyzed Transfer Hydrogenation Sequence for the Synthesis of Anti-Markovnikov Alcohols from Epoxides under Mild Conditions

Herein, we report an efficient isomerization-transfer hydrogenation reaction sequence based on a cobalt pincer catalyst (1 mol %), which allows the synthesis of a series of anti-Markovnikov alcohols from terminal and internal epoxides under mild reaction conditions (≤55 °C, 8 h) at low catalyst loading. The reaction proceeds by Lewis acid (3 mol % Er(OTf)3)-catalyzed epoxide isomerization and subsequent cobalt-catalyzed transfer hydrogenation using ammonia borane as the hydrogen source. The general applicability of this methodology is highlighted by the synthesis of 43 alcohols from epoxides. A variety of terminal (23 examples) and 1,2-disubstituted internal epoxides (14 examples) bearing different functional groups are converted to the desired anti-Markovnikov alcohols in excellent selectivity and yields of up to 98%. For selected examples, it is shown that the reaction can be performed on a preparative scale up to 50 mmol. Notably, the isomerization step proceeds via the most stable carbocation. Thus, the regiochemistry is controlled by stereoelectronic effects. As a result, in some cases, rearrangement of the carbon framework is observed when tri-and tetra-substituted epoxides (6 examples) are converted. A variety of functional groups are tolerated under the reaction conditions even though aldehydes and ketones are also reduced to the respective alcohols under the reaction conditions. Mechanistic studies and control experiments were used to investigate the role of the Lewis acid in the reaction. Besides acting as the catalyst for the epoxide isomerization, the Lewis acid was found to facilitate the dehydrogenation of the hydrogen donor, which enhances the rate of the transfer hydrogenation step. These experiments additionally indicate the direct transfer of hydrogen from the amine borane in the reduction step.

Efficient Transfer Hydrogenation of Ketones using Methanol as Liquid Organic Hydrogen Carrier

Herein, we demonstrate an efficient protocol for transfer hydrogenation of ketones using methanol as practical and useful liquid organic hydrogen carrier (LOHC) under Ir(III) catalysis. Various ketones, including electron-rich/electron-poor aromatic ketones, heteroaromatic and aliphatic ketones, have been efficiently reduced into their corresponding alcohols. Chemoselective reduction of ketones was established in the presence of various other reducible functional groups under mild conditions.

Method for carrying out reduction on aldehyde and ketone to obtain alcohol

The invention discloses a method for carrying out reduction on aldehyde and ketone to obtain alcohol. Tri-(pentafluorobenzene-base) borane is used as a catalyst, and hydrogen silane is used as a reducing agent. The method includes adding water into reaction systems and carrying out reduction on the aldehyde or the ketone under the normal-temperature condition to obtain the corresponding alcohol. Compared with the prior art, the method has the advantages that reaction can be quickly carried out under the normal-temperature and normal-pressure conditions, the reaction conditions are mild, the method is high in reaction efficiency, and the yield is 95%-100% as shown by 1H NMR (1H nuclear magnetic resonance) detection; the water can be used as a solvent used in the reaction, and accordingly the method is low in cost and little in pollution; the catalyst and the reducing agent do not contain heavy metal, and accordingly the problem of heavy metal pollution and the like can be solved by theaid of the method.

Photoinduced electron transfer-promoted reactions using exciplex-type organic photoredox catalyst directly linking donor and acceptor arenes

Directly linked donor and acceptor arenes, such as phenanthrene/naphthalene/biphenyl and 1,3-dicyanobenzene were found to work as photoredox catalysts in the photoreactions of indene, 2,3-dimethyl-2-butene, and 4-methoxyphenylacetic acid. The new stable organic photocatalyst forms an intramolecular exciplex (excited complex) when irradiated in a polar solvent and shows redox catalyst activity, even at low concentrations. To the best of our knowledge, this is the first example of an intramolecular exciplex working as a redox catalyst.

Iridium-promoted conversion of terminal epoxides to primary alcohols under acidic conditions using hydrogen

A strategy for the conversion of terminal epoxides to primary alcohols is presented. The reaction uses hydrogen as the only stoichiometric reagent and is promoted by an iridium precatalyst under acidic conditions. Selectivity for the formation of a terminal alcohol over an internal alcohol is observed for both alkyl- and aryl-substituted terminal epoxides in isolated yields of up to 50% and 72% respectively.

Reliably Regioselective Dialkyl Ether Cleavage with Mixed Boron Trihalides

A protocol for the regioselective cleavage of unsymmetrical alkyl ethers to generate alkyl alcohol and alkyl bromide products is described. A mixture of trihaloboranes triggers this conversion and exhibits improved reactivity profiles (regioselectivity and yield) compared with BBr3 alone. Additionally, this procedure allows the efficient synthesis of (B-Cl) dialkyl boronate esters. There are limited methods to generate acyclic dialkoxyboryl chlorides, and these intermediates constitute important synthons in main-group chemistry.