68747-25-1

Basic information

• Product Name: 5-ISOBENZOFURANOL, 1,3-DIHYDRO-
• Synonyms: 5-ISOBENZOFURANOL, 1,3-DIHYDRO-;1,3-DIHYDRO-2-BENZOFURAN-5-OL;1,3-dihydroisobenzofuran-5-ol
• CAS NO: 68747-25-1
• Molecular Formula: C₈H₈O₂
• Molecular Weight: 136.15
• Mol File: 68747-25-1.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-ISOBENZOFURANOL, 1,3-DIHYDRO-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ISOBENZOFURANOL, 1,3-DIHYDRO-(68747-25-1)
• EPA Substance Registry System: 5-ISOBENZOFURANOL, 1,3-DIHYDRO-(68747-25-1)

Safety Data

• Hazardous Substances Data: 68747-25-1(Hazardous Substances Data)

Usage

General Description

5-Isobenzofuranol, 1,3-dihydro- is a chemical compound with the molecular formula C8H8O2. It is a colorless liquid with a sweet, floral odor. 5-Isobenzofuranol, 1,3-dihydro- is used in various applications, including as a fragrance ingredient in perfumes and as a precursor for the synthesis of other organic compounds. It is also known for its potential anti-cancer and anti-microbial properties, making it a subject of interest in medicinal chemistry research. Additionally, it is used in the production of flavors and fragrances and as a solvent in chemical processes.

Upstream product

• 32904-79-3 2-((prop-2-yn-1-yloxy)methyl)furan 

Downstream Products

• 1309650-35-8 (R)-ethyl 2-((R)-1-phenylethylamino)-2-(1,3-dihydro-5-hydroxyisobenzofuran-6-yl)acetate 
• 1309650-31-4 (S)-ethyl 2-((R)-1-phenylethylamino)-2-(1,3-dihydro-5-hydroxyisobenzofuran-6-yl)acetate 
• 1415599-59-5 5[(4-nitrophenyl)oxy]-1,3-dihydro-2-benzofuran 
• 1415599-60-8 4-(1,3-dihydro-2-benzofuran-5-yloxy)aniline 
• 1448710-25-5 tert-butyl (3S,4R)-3-[(1,3-dihydro-2-benzofuran-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine-1-carboxylate 

Relevant articles and documents

Visible light mediated oxidation of benzylic sp3 C-H bonds using catalytic 1,4-hydroquinone, or its biorenewable glucoside, arbutin, as a pre-oxidant

Benzylic ethers undergo a visible light induced C-H activation and oxygen insertion to give the corresponding benzoate esters in moderate to good yields. The conditions employ substoichiometric amounts of 1,4-hydroquinone with copper(ii) chloride dihydrate as an electron-transfer mediator, oxygen as the terminal oxidant and dimethyl carbonate as solvent under visible light irradiation. The naturally occurring glucoside, arbutin, which is commercially available or can be accessed via extraction of the leaves of bearberry (Arctostaphylos uva-ursi) or elephant ears (Bergenia crassifolia) can be used as a biorenewable source of 1,4-hydroquinone. The methodology exploits the increase in oxidizing ability of quinones upon irradiation with visible light, and offers a sustainable alternative for the late stage oxidative functionalization of benzylic C-H bonds. It is applicable to a range of cyclic benzylic ethers such as isochromans and phthalans, and simple benzyl alkyl ethers. It can also be applied in the oxidation of benzylic amines into amides, and of diarylmethanes into the corresponding ketones. Mechanistic studies suggest that the reaction proceeds by H-abstraction by the photo-excited triplet benzoquinone to give a benzylic radical that subsequently reacts with molecular oxygen.

HYDANTOIN DERIVATIVES USEFUL AS KV3 INHIBITORS

The invention provides compounds of formula (I): Said compounds being inhibitors of Kv3 channels and of use in the prophylaxis or treatment of related disorders.

Intramolecular reactions of alkynes with furans and electron rich arenes catalyzed by PtCl2: The role of platinum carbenes as intermediates

5-(2-Furyl)-1-alkynes react, with PtCl2 as catalyst, to give phenols. On the basis of DFT calculations, a cyclopropyl platinacarbene complex was found as the key intermediate in the process. The cyclopropane and dihydrofuran rings of this intermediate open to form a carbonyl compound, which reacts with the platinum carbene to form an oxepin, which is in equilibrium with an arene oxide. When the reaction is carried out in the presence of water, dicarbonyl compounds are obtained, which support the proposed mechanism. Other cyclizations of alkynes with furans or electron-rich arenes give products of apparent Friedel-Crafts-type reactions, although these processes could also proceed by pathways involving the formation of cyclopropyl platinum carbenes.