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825-44-5

825-44-5 Structure

825-44-5 Structure
IdentificationMore
[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 PropertiesBack 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)
Safety DataBack Directory
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[HS Code ]

29309099
Hazard InformationBack 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]

Thianaphthene

95-15-8

THIANAPHTHENE-1,1-DIOXIDE

825-44-5

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
Spectrum DetailBack Directory
[Spectrum Detail]

THIANAPHTHENE-1,1-DIOXIDE(825-44-5)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Thianaphthene-1,1-dioxide, 99%(825-44-5)
[Alfa Aesar]

Benzo[b]thiophene 1,1-dioxide, 98%(825-44-5)
[Sigma Aldrich]

825-44-5(sigmaaldrich)
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