51287-54-8

Basic information

• Product Name: 1(3H)-Isobenzofuranone, 3-(phenylthio)-
• Synonyms: 3-phenylsulfanylphthalide;phenylthio phthalide;3-thiophenoxyphthalide
• CAS NO: 51287-54-8
• Molecular Formula: C14H10O2S
• Molecular Weight: 242.298
• Mol File: 51287-54-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1(3H)-Isobenzofuranone, 3-(phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1(3H)-Isobenzofuranone, 3-(phenylthio)-(51287-54-8)
• EPA Substance Registry System: 1(3H)-Isobenzofuranone, 3-(phenylthio)-(51287-54-8)

Safety Data

• Hazardous Substances Data: 51287-54-8(Hazardous Substances Data)

Usage

Description

1(3H)-Isobenzofuranone, 3-(phenylthio)-, also known as benzofuran-3-one-3-thiol, is a sulfur-containing heterocyclic compound with the molecular formula C12H8OS. It features a benzofuranone core with a phenylthio group attached at the 3-position, making it a versatile chemical with various industrial applications and potential biological activities.

Uses

Used in Pharmaceutical Industry:
1(3H)-Isobenzofuranone, 3-(phenylthio)is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs.
Used in Agrochemical Industry:
1(3H)-Isobenzofuranone, 3-(phenylthio)is also utilized as an intermediate in the synthesis of agrochemicals, playing a role in the creation of substances that can protect crops and enhance agricultural productivity.
Used in Organic Compounds Synthesis:
1(3H)-Isobenzofuranone, 3-(phenylthio)serves as an intermediate in the synthesis of other organic compounds, highlighting its importance in the broader field of organic chemistry.
Used in Antimicrobial Applications:
Due to its potential antimicrobial properties, 1(3H)-Isobenzofuranone, 3-(phenylthio)can be used as an antimicrobial agent, particularly in the development of new treatments for bacterial and fungal infections.
Used in Antioxidant Applications:
1(3H)-Isobenzofuranone, 3-(phenylthio)has been studied for its potential antioxidant properties, which could make it useful in the development of products that help prevent or mitigate oxidative stress and related conditions.
Used in Perfume Industry:
1(3H)-Isobenzofuranone, 3-(phenylthio)has been investigated for its potential use as a flavoring agent and fragrance ingredient in the perfume industry, capitalizing on its unique chemical structure to create novel scents.
Used in Flavor Industry:
Similarly, the compound's potential as a flavoring agent makes it a candidate for use in the development of new tastes and flavor profiles in the food and beverage industry.

Upstream product

• 119-67-5 o-carboxybenzaldehyde 
• 4122-56-9 methyl o-formylbenzoate 
• 108-98-5 thiophenol 
• 16859-59-9 3-hydroxy-1(3H)-isobenzofuranone 
• 88-95-9 Phthaloyl dichloride 
• 4792-31-8 3,3-bis(phenylthio)isobenzofuran-1(3H)-one 
• 42797-33-1 1,2-bis(phenyl thioester)benzene 
• 6295-21-2 3-chloro-1(3H)-isobenzofuranone 
• 57340-80-4 thallium thiophenoxide 

Downstream Products

• 58976-97-9 6,11-dihydroxy-7,8,9,10-tetrahydro-5,12-naphthacene-quinone 
• 4589-35-9 2-methoxy-1,4-dihydroxyanthraquinone 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 1785-52-0 6,11-dihydroxy-5,12-naphthacenedione 
• 20494-73-9 1,2,3,4-tetrahydro-1,5,12-trihydroxynaphthacene-6,11-dione 
• 2348-77-8 2-phenyl[1,4]naphthoquinone 
• 60544-07-2 2-(4-methoxyphenyl)naphthalene-1,4-dione 
• 60544-08-3 2-(4-methylphenyl)naphthalene-1,4-dione 
• 59962-62-8 2-(4-chlorophenyl)naphthalene-1,4-dione 

Relevant articles and documents

Strategies towards potent trypanocidal drugs: Application of Rh-catalyzed [2?+?2?+?2] cycloadditions, sulfonyl phthalide annulation and nitroalkene reactions for the synthesis of substituted quinones and their evaluation against Trypanosoma cruzi

Rhodium-catalyzed [2 + 2 + 2] cycloadditions, sulfonyl phthalide annulations and nitroalkene reactions have been employed for the synthesis of 56 quinone-based compounds. These were evaluated against Trypanosoma cruzi, the parasite that causes Chagas disease. The reactions described here are part of a program that aims to utilize modern, versatile and efficient synthetic methods for the one or two step preparation of trypanocidal compounds. We have identified 9 compounds with potent activity against the parasite; 3 of these were 30-fold more potent than benznidazole (Bz), a drug used for the treatment of Chagas disease. This article provides a comprehensive outline of reactions involving over 120 compounds aimed at the discovery of new quinone-based frameworks with activity against T. cruzi.

Hauser–Kraus Annulation of Phthalides with Nitroalkenes for the Synthesis of Fused and Spiro Heterocycles

Hauser–Kraus annulation of sulfonylphthalides with simple conjugated nitroalkenes follows the expected pathway to furnish naphthoquinones in moderate yields. However, a strategic variation of this reaction by employing nitroalkenes bearing an additional nucleophilic site results in [4+4] annulation leading to complex fused and spiro heterocycles in high yields with high selectivity through a cascade process involving Michael addition, Dieckmann cyclization, and a series of eliminations and rearrangements.

First synthesis of 9,10-dimethoxy-2-methyl-1,4-anthraquinone: A naturally occurring unusual anthraquinone

The synthesis of 9,10-dimethoxy-2-methyl-1,4-anthraquinone, an unusual quinone, was achieved in five steps from p-benzoquinone. A Kochi-Anderson radical methylation features as the key step in the synthesis. The chemistry of a cyclopropa-1,4-anthracenedio