16895-58-2

Basic information

• Product Name: THIOCHROMAN-3-ONE
• Synonyms: THIOCHROMAN-3-ONE;2H-1-Benzothiopyran-3(4H)-one;3-Thiochromanone;2H-Thiochromen-3(4H)-one
• CAS NO: 16895-58-2
• Molecular Formula: C₉H₈OS
• Molecular Weight: 164.22
• Mol File: 16895-58-2.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: THIOCHROMAN-3-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: THIOCHROMAN-3-ONE(16895-58-2)
• EPA Substance Registry System: THIOCHROMAN-3-ONE(16895-58-2)

Safety Data

• Hazardous Substances Data: 16895-58-2(Hazardous Substances Data)

Usage

Uses

Used in the Fragrance Industry:
Thiochroman-3-one is used as a fragrance ingredient for its ability to impart musky, amber, and woody scents to various products. Its distinct aroma profile contributes to the creation of complex and long-lasting fragrances in perfumes, cosmetics, and other scented products.
Used in Pharmaceutical Research and Development:
Thiochroman-3-one is utilized as a starting material or intermediate in the synthesis of various pharmaceuticals due to its unique chemical structure. Its potential anti-inflammatory and antitumor activities make it a promising candidate for the development of new drugs targeting these conditions.
Used in Organic Chemistry:
As a heterocyclic compound with a sulfur atom and a carbonyl group, Thiochroman-3-one is employed in organic chemistry for the synthesis of a wide range of organic compounds. Its versatile structure allows for various chemical reactions, making it a valuable building block in the creation of new molecules with potential applications in various industries.

Upstream product

• 124-38-9 carbon dioxide 
• 14092-00-3 methyl o-tolyl sulfide 
• 18355-73-2 2,3-difluorobenzoyl chloride 
• 79099-24-4 3-pyrrolidino-2-H-1-benzothiopyran 
• 393-52-2 2-Fluorobenzoyl chloride 
• 79099-23-3 (2-mercaptophenyl)acetic acid disodium salt 
• 496-31-1 benzo[b]-2,3-dihydrothiophen-2-one 
• 39161-85-8 alpha-mercaptophenylacetic acid 
• 3528-17-4 2,3-dihydro-4H-[1]benzothiopyran-4-one 
• 79099-22-2 2-(2-(ethoxycarbonothioylthio)phenyl)acetic acid 
• 3740-52-1 2-(2-nitrophenyl)acetic acid 
• 18926-44-8 ethyl 2-(ethoxycarbonylmethylthio)phenylethanoate 
• 81549-15-7 3-acetoxy-2H-1-benzothiopyran 
• 59867-52-6 4-methylenethiochromane 

Downstream Products

• 81549-23-7 3,4-dihydro-3-hydroxy-3-phenyl-2H-1-benzothiopyran 
• 53844-17-0 3-phenyl-2H-1-benzoyhiopyran 
• 81549-24-8 2-phenyl-2H-1-benzothiopyran-S,S-dioxide 
• 81549-22-6 4-benzoylthiochroman-3-one 
• 145430-40-6 3-Phenyl-3H,5H-thiopyrano<2,3-c><1>benzothiopyran-2-carbaldehyde 

Relevant articles and documents

Carbonyl 1,2-transposition through triflate-mediated a-amination

To date, it remains challenging to selectively migrate a carbonyl oxygen within a given molecular scaffold, especially to an adjacent carbon. In this work, we describe a simple one- or two-pot protocol that transposes a ketone to the vicinal carbon. This approach first converts the ketone to the corresponding alkenyl triflate, which can then undergo the palladium- and norbornene-catalyzed regioselective a-amination and ipso-hydrogenation enabled by a bifunctional hydrogen and nitrogen donor. The resulting "transposed enamine" intermediate can subsequently be hydrolyzed to produce the 1,2-carbonyl-migrated product. This method allows rapid access to unusual bioactive analogs through late-stage functionalization.

Enamino Ketones as Precursors of Functionalised 2H-Thiopyrans and Thiopyrano- and -benzothiopyrans

Oxo enamino ketones obtained by treating active methylene compounds with N,N-dimethylformamide dimethyl acetal yield novel 2H-thiopyrans in a regioselective one pot thionation--cycloaddition sequence.Application of similar methodology to thiochroman-3-ones affords novel thiopyranobenzothiopyrans and the isomers.

Synthesis of the 5-Thiorotenoid System from Thiochroman-3-one

Base-induced cyclisation of the diketones 10 (X = H or F), prepared in a two-step sequence from thiochroman-3-one, affords 6H,12H-benzothiopyranobenzopyran-12-ones 11.Reduction with diisobutylaluminium hydride affords a separable mixture of t

CONFORMATIONAL AND STERIC REQUIREMENTS OF THE SIDE CHAIN FOR SULPHUR PARTICIPATION IN BENZTHIEPIN DERIVATIVES

Attempted ring expansion of some benzthiepin derivatives resulted in the formation of benzthiophens such as (3a,b) and (3d,e).A probable mechanism for this tansformation has been presented.

Metalation reactions XIII. The reactions of electrophiles with the dilithiated species 1-(α-lithiomethyl)-2-benzene

Direct dimetalation of 1-methyl-2-(methylthio)benzene (1) gives the dilithiated species (2) in good yield, which can be used to introduce substituents into the thiomethyl and methyl groups.Species 2 can react also with a variety of dichlorosilanes and dichlorostannanes, and with sulphur chloride, to yield derivatives of 1,3-benzothiasilin, 1,3-benzothiastannin and 1,3-benzodithiin respectively.Reaction of 2 with tetrachlorosilane yields a spirocyclic silicon compound, while reaction with benzoyl chloride yields a derivative of 1-benzothiopyran.

The preparation of some thiochroman-3-ones and derivatives

The use of 2,3-dihydrobenzothiophene-2,3-dione as a source of 2-mercaptophenylacetic acid permits a convenient preparation of 2-carboxymethylthiophenylacetic acid or derivatives.These undergo a Dieckmann cyclization to 3-acetoxybenzothiopyrans, which m

A Synthesis of the 2H-Benzothiocin System through Cycloaddition

Thiochroman-3-one has been prepared from o-nitrophenylacetic acid.Cycloaddition of dimethyl acetylenedicarboxylate to the pyrrolidine enamine of thiochroman-3-one, followed by electrocyclic ring opening of the cyclobutene system in the tricyclic adduct, y