21609-70-1

Basic information

• Product Name: 2,3,4,5-tetrahydro-1-benzothiepin-5-one
• Synonyms: 3,4-Dihydro-2H-benzo[b]thiepin-5-one;2,3-DIHYDRO-1-BENZOTHIEPIN-5(4H)-ONE;2,3,4,5-tetrahydro-1-benzothiepin-5-one
• CAS NO: 21609-70-1
• Molecular Formula: C₁₀H₁₀OS
• Molecular Weight: 178.2508
• Mol File: 21609-70-1.mol

Chemical Properties

• Melting Point: 78-79 °C(Solv: methanol (67-56-1))
• Boiling Point: 308.9 °C at 760 mmHg
• Flash Point: 162.1 °C
• Appearance: /
• Density: 1.188 g/cm³
• Vapor Pressure: 0.000662mmHg at 25°C
• Refractive Index: 1.6
• CAS DataBase Reference: 2,3,4,5-tetrahydro-1-benzothiepin-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,5-tetrahydro-1-benzothiepin-5-one(21609-70-1)
• EPA Substance Registry System: 2,3,4,5-tetrahydro-1-benzothiepin-5-one(21609-70-1)

Safety Data

• Hazardous Substances Data: 21609-70-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 26, p. 2728, 1961 DOI: 10.1021/jo01066a027

InChI:InChI=1/C10H10OS/c11-9-5-3-7-12-10-6-2-1-4-8(9)10/h1-2,4,6H,3,5,7H2

Upstream product

• 17742-51-7 4-phenylsulfanyl-butyric acid 
• 138738-23-5 4-phenylsulfanyl-butyryl chloride 
• 7446-70-0 aluminum (III) chloride 
• 108-98-5 thiophenol 
• 627-00-9 γ-chlorobutyric acid 

Downstream Products

• 93622-04-9 5-Oxo-2.3.4.5-tetrahydro-benzothiepin-semicarbazon 
• 4370-78-9 2,3,4,5-tetrahydro-1-benzothiepin 
• 20500-27-0 5-Hydroxy-2,3,4,5-tetrahydro-benzothiepin 
• 40322-48-3 4-morpholin-4-ylmethylene-3,4-dihydro-2H-benzo[b]thiepin-5-one 
• 1781-28-8 12-benzyl-7,12-dihydro-6H-benzo[2,3]thiepino[4,5-b]indole 
• 1781-32-4 12-benzyl-7,12-dihydro-6H-benzo[2,3]thiepino[4,5-b]indole-9-carboxylic acid ethyl ester 
• 84571-92-6 C₂₃H₂₁ClN₂S 
• 81326-69-4 4-[1-p-Tolyl-meth-(E)-ylidene]-3,4-dihydro-2H-benzo[b]thiepin-5-one 
• 81326-76-3 C₂₈H₂₆O₂S₂ 
• 53371-28-1 4-(p-chlorobenzylidene)-5-homothiochromanone 
• 81326-75-2 4-[(4-Chloro-phenyl)-hydroxy-methyl]-3,4-dihydro-2H-benzo[b]thiepin-5-one 
• 53371-29-2 4-[1-(4-Nitro-phenyl)-meth-(E)-ylidene]-3,4-dihydro-2H-benzo[b]thiepin-5-one 
• 40322-45-0 4-(hydroxy-phenyl-methyl)-3,4-dihydro-2H-benzo[b]thiepin-5-one 
• 40322-44-9 C₂₇H₂₄O₂S₂ 

Relevant articles and documents

Friedel–Crafts reactions of acyl trifluoromethanesulfonates and cyclic acylsulfonium cations generated from acyl fluorides

Reactive acyl trifluoromethanesulfonates are formed from the reaction of acyl fluorides with trimethylsilyl trifluoromethanesulfonate (TMSOTf). These electrophiles undergo Friedel–Crafts reactions with electron-rich aromatics at room temperature. When a sulfur atom is present at their γ position, their cyclization to acylsulfonium cations is observed and is followed by a rearrangement leading to benzothiepinones (or dibenzo[b,e]thiepinones) in 40–85% yield.

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