5-BROMO-1,3-DIHYDRO-BENZO(C)THIOPHENE 2,2-DIOXIDE
Application- Product Name
- 5-BROMO-1,3-DIHYDRO-BENZO(C)THIOPHENE 2,2-DIOXIDE
- CAS No.
- 351005-12-4
- Chemical Name
- 5-BROMO-1,3-DIHYDRO-BENZO(C)THIOPHENE 2,2-DIOXIDE
- Synonyms
- 5-bromo-1,3-dihydro-2-benzothiophene2,2-dioxide;5-BROMO-1,3-DIHYDRO-BENZO(C)THIOPHENE 2,2-DIOXIDE;Benzo[c]thiophene, 5-bromo-1,3-dihydro-, 2,2-dioxide
- CBNumber
- CB02617112
- Molecular Formula
- C8H7BrO2S
- Formula Weight
- 247.11
- MOL File
- 351005-12-4.mol
5-BROMO-1,3-DIHYDRO-BENZO(C)THIOPHENE 2,2-DIOXIDE Property
- Boiling point:
- 429.3±45.0 °C(Predicted)
- Density
- 1.749±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- Appearance
- White to off-white Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- R163457
- Product name
- 5-BROMO-1,3-DIHYDRO-BENZO(C)THIOPHENE 2,2-DIOXIDE
- Purity
- Aldrich<sup>CPR</sup>
- Packaging
- 1 unit
- Price
- $185
- Updated
- 2025/07/31
- Product number
- R163457
- Product name
- 5-BROMO-1,3-DIHYDRO-BENZO(C)THIOPHENE 2,2-DIOXIDE
- Purity
- AldrichCPR
- Packaging
- 100MG
- Price
- $179
- Updated
- 2024/03/01
- Product number
- 7934CB
- Product name
- 5-Bromo-1,3-dihydro-benzo(c)thiophene2,2-dioxide
- Packaging
- 1g
- Price
- $992
- Updated
- 2021/12/16
- Product number
- 122244
- Product name
- 5-Bromo-1,3-dihydro-benzo(C)thiophene2,2-dioxide
- Purity
- 97.0%
- Packaging
- 1g
- Price
- $1469
- Updated
- 2021/12/16
- Product number
- HCH0134881
- Product name
- 5-BROMO-1,3-DIHYDRO-BENZO(C)THIOPHENE-2,2-DIOXIDE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $499.32
- Updated
- 2021/12/16
5-BROMO-1,3-DIHYDRO-BENZO(C)THIOPHENE 2,2-DIOXIDE Chemical Properties,Usage,Production
Application
5-Bromo-1,3-dihydrobenzo[c]thiophene-2,2-dioxide can be used as an organic synthesis intermediate and a pharmaceutical intermediate in laboratory research and development processes and in the synthesis of pharmaceutical chemicals.
Synthesis
150527-38-1
351005-12-4
1. 4-Bromo-1,2-bis(bromomethyl)benzene (3.42 g, 9.96 mmol) was dissolved in a 2:1 solvent mixture of ethanol (EtOH) and THF (1196 mL) and heated to 70 °C with stirring. 2. An aqueous solution (40 mL) of Na2S-9H2O (2.63 g, 10.96 mmol) was added dropwise over 10 hours using a syringe pump. Continue heating and stirring for 10 hours. 3. Cool to room temperature and remove the organic solvent under reduced pressure. Water (200 mL) was added to the residue and the aqueous layer was extracted with EtOAc (3 x 200 mL). The organic layers were combined, dried over Na2SO4, filtered, concentrated and purified by fast column chromatography (silica gel, hexane) to afford 5-bromo-1,3-dihydrobenzo[c]thiophene (1.27 g, 59%). 4. 5-Bromo-1,3-dihydrobenzo[c]thiophene (1.25 g, 5.79 mmol) was dissolved in methanol (25 mL) and potassium persulfate (10.7 g, 17.4 mmol) was added. 5. The reaction mixture was stirred at 0 °C for 2 h. 1 M aqueous sodium bisulfite solution (100 mL) was added and stirred for 10 min, then saturated NaHCO3 solution (200 mL) was added. 6. Extract the aqueous layer with CH2Cl2 (3 x 100mL). The organic layers were combined, dried over Na2SO4, filtered, concentrated, and purified by fast column chromatography (silica gel, 0-5% MeOH/CH2Cl2) to afford 5-bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide (930 mg, 65%). 7. 5-bromo-1,3-dihydrobenzo[c]thiophene (860 mg, 3.50 mmol) and hexamethyldistannane (3 eq.) were dissolved in toluene and tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4, 0.1 eq.) was added. 8. The flask was rinsed with N2, heated to 120 °C with stirring, continued to heat for 5 h, and cooled to room temperature. 9. Water (50 mL) was added and the aqueous layer was extracted with EtOAc (3 x 50 mL). The organic layers were combined, dried over Na2SO4, filtered, concentrated, and purified by fast chromatography (silica gel, 10-30% EtOAc/hexane) to afford 5-bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide (1.22 g, 100%).
References
[1] Patent: WO2004/9086, 2004, A1. Location in patent: Page/Page column 28-29
[2] Patent: WO2008/24435, 2008, A2. Location in patent: Page/Page column 99
5-BROMO-1,3-DIHYDRO-BENZO(C)THIOPHENE 2,2-DIOXIDE Preparation Products And Raw materials
Raw materials
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