6-Methoxybenzo(b)thiophene
- CAS NO.:90560-10-4
- Empirical Formula: C9H8OS
- Molecular Weight: 164.22
- MDL number: MFCD13181215
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-10-20 08:59:02
What is 6-Methoxybenzo(b)thiophene?
Description
6-Methoxybenzo(b)thiophene is a derivative of benzo[b]thiophene. The benzo[b]thiophene scaffold holds a pivotal place as a pharmacophore for the development of anticancer agents. In addition, this scaffold has many pharmacological activities[1].
Synthesis
A solution of the crude 1- (2, 2-diethoxyethylsulfanyl)-3-methoxybenzene (8.27 g, 32.3 mmol) in hexane (100 ml) was added dropwise to a solution of methanesulfonic acid (1.05 mL, 1.55 g, 16.1 mmol) in hexane (1000 mL) containing 16.5 g of celite (2 wt. eq.). The resultant solution was heated at reflux for 1 hour. After cooling to room temperature, the reaction was quenched by the addition of Et3N (4.5 ml, 3.26 g, 32.3 mmol. The crude reaction mixture was filtered and then concentrated in vacuo. 6-Methoxybenzo(b)thiophene was obtained after purification.
References
[1] Romagnoli R, et al. Concise synthesis and biological evaluation of 2-Aryl-3-Anilinobenzo[b]thiophene derivatives as potent apoptosis-inducing agents. Bioorganic Chemistry, 2021.
Properties of 6-Methoxybenzo(b)thiophene
Melting point: | 38-39 °C |
Boiling point: | 153-156 °C(Press: 16 Torr) |
Density | 1.198±0.06 g/cm3(Predicted) |
storage temp. | 2-8°C(protect from light) |
Safety information for 6-Methoxybenzo(b)thiophene
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. |
Computed Descriptors for 6-Methoxybenzo(b)thiophene
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