| Identification | More | [Name]
THIANAPHTHENE-1,1-DIOXIDE | [CAS]
825-44-5 | [Synonyms]
1-BENZOTHIOPHENE 1,1-DIOXIDE
1H-1LAMBDA6-BENZO[B]THIOPHENE-1,1-DIONE
AKOS 90176
BENZO[B]THIOPHENE 1,1-DIOXIDE
THIANAPHTHENE-1,1-DIOXIDE
Benzothiophene 1,1-dioxide
Benzobüthiophene 1,1-dioxide, 98% | [EINECS(EC#)]
212-544-8 | [Molecular Formula]
C8H6O2S | [MDL Number]
MFCD00052178 | [Molecular Weight]
166.2 | [MOL File]
825-44-5.mol |
| Chemical Properties | Back Directory | [Appearance]
White to cream colored powder | [Melting point ]
138-142 °C | [Boiling point ]
264.41°C (rough estimate) | [density ]
1.3123 (rough estimate) | [refractive index ]
1.5500 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Powder | [BRN ]
116442 | [InChI]
InChI=1S/C8H6O2S/c9-11(10)6-5-7-3-1-2-4-8(7)11/h1-6H | [InChIKey]
FRJNKYGTHPUSJR-UHFFFAOYSA-N | [SMILES]
C12=CC=CC=C1C=CS2(=O)=O | [CAS DataBase Reference]
825-44-5(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
White to cream colored powder | [Definition]
ChEBI: 1H-1lambda~6~-benzo[b]thiophene-1,1-dione is a benzenoid aromatic compound. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 71, p. 1702, 1949 DOI: 10.1021/ja01173a043 | [Synthesis]
General procedure for the synthesis of benzothiophene sulfone from benzothiophene: 0.15 g (0.0011 mol) of benzothiophene (BT) was placed in a 25 mL round-bottomed flask which was pre-filled with a mixture of 10 mL of toluene/hexane (1:4, v/v) and 0.015 g (0.0135 mmol) of oxidation catalyst. The reaction mixture was heated to 40°C in an oil bath with continuous stirring at 500 rpm. Subsequently, tert-butyl hydroperoxide was added to the reaction system at a molar ratio of oxidizer to substrate of 6.8. The oxidation reaction was carried out under continuous stirring for 6 hours. Upon completion of the reaction, the resulting white benzothiophene sulfone (BTO2) precipitate was collected by filtration and washed with hexane to remove unreacted benzothiophene. The yield was 81%. The 1H NMR (δ, ppm, DMSO-d6) data of the product were as follows: δ 7.83 (d, J = 7.2 Hz, 1H), 7.69 (t, J = 7.4 Hz, 1H), 7.62 (t, J = 9.1 Hz, 3H), 7.34 (d, J = 6.8 Hz, 1H). Elemental analysis results (calculated/measured values, %): C, 57.81/57.49; H, 3.64/3.89; S, 19.29/19.02. | [References]
[1] Petroleum Chemistry, 2007, vol. 47, # 3, p. 225 - 225
[2] Polyhedron, 2014, vol. 72, p. 19 - 26
[3] RSC Advances, 2014, vol. 4, # 61, p. 32054 - 32062
[4] Patent: CN108658908, 2018, A. Location in patent: Paragraph 0204; 0205
[5] Journal of Organic Chemistry, 1997, vol. 62, # 5, p. 1457 - 1462 |
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