2054-35-5

Basic information

• Product Name: thiochroman
• Synonyms: thiochroman;thiochromane;3,4-Dihydro-2H-1-benzothiopyran
• CAS NO: 2054-35-5
• Molecular Formula: C₉H₁₀S
• Molecular Weight: 150.24
• Mol File: 2054-35-5.mol
• Article Data: 15

Chemical Properties

• Melting Point: -14.95 °C
• Boiling Point: 244.5°C at 760 mmHg
• Flash Point: 98.1°C
• Appearance: /
• Density: 1.106g/cm³
• Vapor Pressure: 0.0474mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: thiochroman(CAS DataBase Reference)
• NIST Chemistry Reference: thiochroman(2054-35-5)
• EPA Substance Registry System: thiochroman(2054-35-5)

Safety Data

• Hazardous Substances Data: 2054-35-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H10S/c1-2-6-9-8(4-1)5-3-7-10-9/h1-2,4,6H,3,5,7H2

Upstream product

• 22776-35-8 2,3-dihydro-4H-1-benzothiopyran 1,1-dioxide 
• 89987-96-2 1,2-bis(3-phenylpropyl)disulfane 
• 637-59-2 1-Bromo-3-phenylpropane 
• 5296-64-0 allyl phenyl thioether 
• 3528-17-4 2,3-dihydro-4H-[1]benzothiopyran-4-one 
• 122-97-4 3-Phenyl-1-propanol 
• 108-98-5 thiophenol 
• 504-63-2 trimethyleneglycol 
• 26833-02-3 o-Methylthio-zimtsaeure-aethylester 
• 7022-45-9 2-(methylsulfanyl)benzaldehyde 
• 33384-77-9 2-(methylthio)benzyl alcohol 
• 3704-28-7 methyl 2-(methylthio)benzoate 
• 24734-68-7 3-Phenylpropane-1-thiol 
• 115860-48-5 1-iodo-3-(2-iodophenyl)propane 

Downstream Products

• 22776-35-8 2,3-dihydro-4H-1-benzothiopyran 1,1-dioxide 
• 108277-68-5 2-Phenylethynyl-thiochroman 
• 59130-11-9 o-thiobenzoquinonemethide 
• 108277-81-2 Trifluoro-methanesulfonate1-ethoxycarbonylmethyl-2-phenylethynyl-thiochromanium; 
• 108277-93-6 Trifluoro-methanesulfonate2-ethoxycarbonylmethyl-1-phenylethynyl-isothiochromanium; 
• 108446-99-7 2-(p-toluenesulfonyl)-2,3,6,7-tetrahydro-1,2-benzothiazonine 
• 108446-97-5 2-vinylthiochroman S-(p-toluenesulfonyl)imide 
• 197379-69-4 4-[(E)-2-((R)-2-Ethyl-thiochroman-6-yl)-propenyl]-benzoic acid ethyl ester 
• 203856-34-2 ethyl (E)-4-[2-(3,4-dihydro-2-n-octyl-2H-1-benzothiopyran-6-yl)-1-propenyl]benzoate 
• 167866-96-8 2-(4-hydroxy-5-methylhexyl)benzenethiol 

Relevant articles and documents

An effective synthesis of fused cyclic thiopyrans and pyrans by molybdenum(VI) sulfide catalyzed reduction of the corresponding thiopyranones and pyranones

The synthesis of fused cyclic dihydrothiopyrans 2a-c from dihydrothiopyranones 1a-c and thiopyrans 2d-f from thiopyranones 1d-f by catalytic reduction over molybdenum(VI) sulfide (MoS3) has been studied. The hydrogenolysis of the carbonyl group of 1a-f over MoS3 catalyst proceeded selectively to give the corresponding 2a-f in high yields. Neither alcohols nor olefins were not detected in the products. The method was also applied successfully to the synthesis of dihydropyran 2h and pyran 2g from dihydropyranone 1h and pyranone 1g.

Direct Access to S-Heterocycles by Scandium(III) Triflate Catalyzed Cyclization of Aromatic Thiols and Diols

A simple and environmentally friendly method to prepare S-heterocycles by cyclization of aromatic thiols and diols with H2O as a byproduct is described. The Sc(OTf)3-catalyzed dehydrative cyclizations of aromatic thiols and diols provided the corresponding thiopyran and thiophene derivatives. Control experiments were also performed to obtain insights into the reaction pathway.

Nickel-Catalyzed Inter- and Intramolecular Aryl Thioether Metathesis by Reversible Arylation

A nickel-catalyzed aryl thioether metathesis has been developed to access high-value thioethers. 1,2-Bis(dicyclohexylphosphino)ethane (dcype) is essential to promote this highly functional-group-tolerant reaction. Furthermore, synthetically challenging macrocycles could be obtained in good yield in an unusual example of ring-closing metathesis that does not involve alkene bonds. In-depth organometallic studies support a reversible Ni0/NiII pathway to product formation. Overall, this work not only provides a more sustainable alternative to previous catalytic systems based on Pd, but also presents new applications and mechanistic information that are highly relevant to the further development and application of unusual single-bond metathesis reactions.