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C1=CC=C(C=C1)C(=O)CSC2=CC=CC=C2Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-phenyl-2-phenylsulfanylethanone |
|---|---|
| IUPAC Name | — |
| CAS Number | 16222-10-9 |
| Database ID | 85338 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-phenyl-2-phenylsulfanylethanone (CAS 16222-10-9) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 85338
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
10 reactions · 10 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d4d32f7b3931465d9550ed76eb249384Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 1-phenyl-2-(phenylthio)ethanone (2.1 g) in acetic acid (20 mL) was added bromine (0.5 mL), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound as a yellow oil (yield 2.9 g, about 100%). The reaction mixture was concentrated under reduced pressure, water was added to the residue the mixture was extracted with ethyl acetate The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine dried over anhydrous magnesium sulfate concentrated under reduced pressure
Source ID: ord-e09a6ea6790347ebb7e27b97f2e2a13fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 1-phenyl-2-(phenylthio)ethanone (2.1 g) in acetic acid (20 mL) was added bromine (0.5 mL), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound as a yellow oil (yield 2.9 g, about 100%). The reaction mixture was concentrated under reduced pressure, water was added to the residue the mixture was extracted with ethyl acetate The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine dried over anhydrous magnesium sulfate concentrated under reduced pressure
Source ID: ord-e09a6ea6790347ebb7e27b97f2e2a13fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 2-bromoacetophenone (10 g) and potassium carbonate (7.1 g) in ethanol (150 mL) was added thiophenol (5.2 mL) under ice-cooling, and the mixture was stirred at room temperature for 12 hr. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. Water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine in this order, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=15:1) to give the title compound as yellow crystals (yield 11 g, 98%). cooling The insoluble material was filtered off the filtrate was concentrated under reduced pressure Water was added to the residue the mixture was extracted with ethyl acetate The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine in this order dried over anhydrous magnesium sulfate concentrated under reduced pressure The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=15:1)
Source ID: ord-7252ab6c89104d44895ed05c28d497a9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 1-phenyl-2-(phenylthio)ethanone (2.1 g) in acetic acid (20 mL) was added bromine (0.5 mL), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound as a yellow oil (yield 2.9 g, about 100%). The reaction mixture was concentrated under reduced pressure, water was added to the residue the mixture was extracted with ethyl acetate The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine dried over anhydrous magnesium sulfate concentrated under reduced pressure
Source ID: ord-e09a6ea6790347ebb7e27b97f2e2a13fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 1-phenyl-2-(phenylthio)ethanone (2.1 g) in acetic acid (20 mL) was added bromine (0.5 mL) and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound as a yellow oil (yield 2.9 g, yield about 100%). The reaction mixture was concentrated under reduced pressure, water was added to the residue the mixture was extracted with ethyl acetate The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine dried over anhydrous magnesium sulfate concentrated under reduced pressure
Source ID: ord-9a647a8988294851975839e76f87ccc1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 2-bromoacetophenone (10 g) and potassium carbonate (7.1 g) in ethanol (150 mL) was added thiophenol (5.2 mL) under ice-cooling, and the mixture was stirred at room temperature for 12 hr. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. Water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine in this order, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=15:1) to give the title compound as yellow crystals (yield 11 g, yield 98%). cooling Insoluble material was filtered off the filtrate was concentrated under reduced pressure Water was added to the residue the mixture was extracted with ethyl acetate The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine in this order dried over anhydrous magnesium sulfate concentrated under reduced pressure The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=15:1)
Source ID: ord-5df9c7111ae94416bced9741ca2d4271Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 1-phenyl-2-(phenylthio)ethanone (2.1 g) in acetic acid (20 mL) was added bromine (0.5 mL), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound as a yellow oil (yield 2.9 g, about 100%). The reaction mixture was concentrated under reduced pressure, water was added to the residue the mixture was extracted with ethyl acetate The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine dried over anhydrous magnesium sulfate concentrated under reduced pressure
Source ID: ord-5cf990b5d89f4ebf9a34dc84a2e8de8cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of 2-bromoacetophenone (10 g) and potassium carbonate (7.1 g) in ethanol (150 mL) was added thiophenol (5.2 mL) under ice-cooling, and the mixture was stirred at room temperature for 12 hr. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. Water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine in this order, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=15:1) to give the title compound as yellow crystals (yield 11 g, 98%). cooling The insoluble material was filtered off the filtrate was concentrated under reduced pressure Water was added to the residue the mixture was extracted with ethyl acetate The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine in this order dried over anhydrous magnesium sulfate concentrated under reduced pressure The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=15:1)
Source ID: ord-c587b3e779f0497bab4237cfb254a227Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To 300 mL of pyridine was added a-bromoacetophenone (150 g, 750 mmol) and thiophenol (83 g, 750 mmol). The mixture was heated at reflux for six hours. The pyridine was evaporated and the residue dissolved in ethyl acetate. The ethyl acetate solution was washed exhaustively with 1 N sodium hydroxide, then with 1 N hydrochloric acid, dried over magnesium sulfate, filtered, and evaporated to yield a brown oil. The product was crystallized from ethanol at 0° C. to yield 116 g of the title compound. The mixture was heated at reflux for six hours The pyridine was evaporated the residue dissolved in ethyl acetate The ethyl acetate solution was washed exhaustively with 1 N sodium hydroxide with 1 N hydrochloric acid, dried over magnesium sulfate filtered evaporated to yield a brown oil The product was crystallized from ethanol at 0° C.
Source ID: ord-a2d7cc1c6e9c4a04b436aa176967140ePubChem References
These sources are listed in the compound's public database record.
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