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Chemical Structure| 3393-78-0 Chemical Structure| 3393-78-0
Chemical Structure| 3393-78-0

Bis(4-bromophenyl)sulfane

CAS No.: 3393-78-0

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Cat. No.: A314559 Purity: 98%

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Product Details of [ 3393-78-0 ]

CAS No. :3393-78-0
Formula : C12H8Br2S
M.W : 344.06
SMILES Code : BrC1=CC=C(SC2=CC=C(Br)C=C2)C=C1
MDL No. :MFCD00623633
InChI Key :CLPVCAXOQZIJGW-UHFFFAOYSA-N
Pubchem ID :76929

Safety of [ 3393-78-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Application In Synthesis of [ 3393-78-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3393-78-0 ]

[ 3393-78-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 3393-78-0 ]
  • [ 2050-48-8 ]
YieldReaction ConditionsOperation in experiment
86% With oxygen; epi-Cercosporin; In methanol; at 25℃; for 24h;Irradiation; In a 10 mL reaction tube, cercosporin (0.005 mmol) and 4,4'-dibromophenyl sulfide (0.5 mmol) were sequentially added.2mL of methanol, then oxygen protection, 15W white light irradiation, room temperature 25 C reaction for 24h.Rapid object separated by thin layer silica gel plates 300-500 The reaction solution was evaporated to dryness using a rotary evaporator the solvent used is acetic acid eluent ethyl acetate / petroleum ether (v: v = 1: 5),4,4'-Dibromophenyl sulfone was obtained in a yield of 86%.
84.66% With dihydrogen peroxide; acetic acid; for 24h;Reflux; To a solution of 30mL H2O2 (30%, g/g) and 30mL of HOAc was added 3c (3.44g, 10mmol) in fractions. After heated under reflux for 24h, the resulting mixture was cooled to room temperature and then poured into water. The white precipitate was filtered and dried. The crude product was recrystallized from ethanol to produce 3b as a white solid. Yield: 84.66%. M.p.:173-174C. 1H NMR (300MHz, CDCl3): delta(ppm) 7.80-7.77 (d, J=8.7Hz, 4H), 7.67-7.64 (d, J=8.7Hz, 4H) [36].
51% With dihydrogen peroxide; acetic acid; at 100℃; for 10h; Well dried 250 mL three-necked round bottom flask charged with bis (4-bromophenyl) sulfane (9 g, 26.2 mmol), 30% hydrogenperoxide 50 mL and acetic acid 100 mL was stirred at 100C for 10 hours. After completion of the reaction, it was extracted three times using methylenechloride (MC). The extracted organic layer was dried to remove water using MgSO4 and the solvent was removed using a rotary evaporator, separated by column chromatography using MC to obtain compound 5 g (yield = 51%).
With dihydrogen peroxide; acetic acid; for 8h;Inert atmosphere; Reflux; In N2Gas purification system, and the acetic acid was stirred into compound G.Added in excess 30% hydrogen peroxide.The mixture was refluxed for 8 hours at the temperature 110 reaction was complete.The mixture was cooled to room temperature, water was added and the precipitate.The mixture was stirred for about 30 minutes, the precipitate is filtered off.The resultant was washed with water, to obtain a compound H.
With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 40℃; for 10h; In a three-necked flaskDiphenylthiophenol (4g, 0.021mol) was added to it.Connect the three links and add balloons,Br2 (9.95 g, 0.063 mol) was poured in a syringe and stirred at room temperature for 2 h to give a yellow solid.The above yellow solid was dissolved in DCM, and stirred at 2.5 eq.After cooling to room temperature, a white precipitate appeared after stirring with K2CO3.The filtrate was filtered and evaporated to dryness to give a white solid.
With dihydrogen peroxide; acetic acid; for 10h; Diphenylsulfane (4 g, 0.021 mol) and Br2 (9.95 g, 0.063 mol) wereadded into a flask to stir at room temperature for 6h. After that, 300 mLmixed solution of H2O2:CH3COOH 1:1 (v: v) was added to react for 10h, and was further purified by silica gel column chromatography to givewhite solid, with yield of 73%. 1H NMR (400 MHz, Chloroform-d) 7.81-7.76 (m, 4H), 7.68-7.63 (m, 4H). 13C NMR (101 MHz, Chloroformd) 141.63, 133.18, 129.28, 127.66.

 

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