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

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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

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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..…

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N-Bromosuccinimide Price

Sigma-Aldrich

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

Sigma-Aldrich

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

AK Scientific

Product number: 7934CB
Product name: 5-Bromo-1,3-dihydro-benzo(c)thiophene2,2-dioxide
Packaging: 1g
Price: $992
Updated: 2021/12/16

Matrix Scientific

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

American Custom Chemicals Corporation

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

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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

Preparation Products

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5-BROMO-1,3-DIHYDRO-BENZO(C)THIOPHENE 2,2-DIOXIDE Suppliers

China 29 India 2 United States 4 Global 35

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351005-12-4, 5-BROMO-1,3-DIHYDRO-BENZO(C)THIOPHENE 2,2-DIOXIDERelated Search:

5-BROMO-1,3-DIHYDRO-BENZO(C)THIOPHENE 2,2-DIOXIDE

Benzo[c]thiophene, 5-bromo-1,3-dihydro-, 2,2-dioxide

5-bromo-1,3-dihydro-2-benzothiophene2,2-dioxide

351005-12-4