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CAS RN: 7205-91-6 | 产品编码: C0912
α-Chlorothioanisole
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技术规格
| Appearance | Colorless to Light yellow clear liquid |
| Purity(GC) | min. 95.0 % |
| NMR | confirm to structure |
物性（参考值）
| 闪点 | 101 °C |
| 比重 | 1.23 |
| 折射率 | 1.60 |
GHS
| 象形图 |
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| 信号词 | Warning |
| 危险性说明 | H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| 防范说明 | P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. |
相关法规
运输信息
| UN编号 | UN3532 |
| 类别 | 4.1 |
| 包装类别 | III |
| HS编码* | 2930.90-900 |
应用
Protection of Phenols
Typical Procedure:
[Protection of p-bromophenol]
To a solution of p-bromophenol (0.692 g, 4.00 mmol) in dry HMPA (distilled from CaH2) (20 mL) under N2 is added sodium hydride (0.106 g, 4.40 mmol). After stirring at room temperature for 0.5 h, chloromethyl phenyl sulfide (0.636 g, 4.00 mmol) and sodium iodide (0.600 g, 4.00 mmol) are added and stirring at room temperature is continued for 18 h. The mixture is partitioned between benzene and water; drying and evaporation of benzene extracts gives an oil which is purified by Kugelrohr distillation to provide pure product (1.03 g, Y. 87%).
[Deprotection]
To a solution of p-bromophenyl phenylthiomethyl ether (0.295 g, 1.00 mmol) in CH3CN―H2O (4:1, 10 mL) is added mercuric chloride (0.407 g, 1.50 mmol). The resulting suspension is refluxed for 42 h, diluted with ethyl ether, and filtered through celite. Aqueous extraction followed by drying and solvent evaporation gives spectrally and chromatographically pure p-bromophenol (0.155 g, Y. 90%).
[Protection of p-bromophenol]
To a solution of p-bromophenol (0.692 g, 4.00 mmol) in dry HMPA (distilled from CaH2) (20 mL) under N2 is added sodium hydride (0.106 g, 4.40 mmol). After stirring at room temperature for 0.5 h, chloromethyl phenyl sulfide (0.636 g, 4.00 mmol) and sodium iodide (0.600 g, 4.00 mmol) are added and stirring at room temperature is continued for 18 h. The mixture is partitioned between benzene and water; drying and evaporation of benzene extracts gives an oil which is purified by Kugelrohr distillation to provide pure product (1.03 g, Y. 87%).
[Deprotection]
To a solution of p-bromophenyl phenylthiomethyl ether (0.295 g, 1.00 mmol) in CH3CN―H2O (4:1, 10 mL) is added mercuric chloride (0.407 g, 1.50 mmol). The resulting suspension is refluxed for 42 h, diluted with ethyl ether, and filtered through celite. Aqueous extraction followed by drying and solvent evaporation gives spectrally and chromatographically pure p-bromophenol (0.155 g, Y. 90%).
References
- A new protecting group for phenols: phenylthiomethyl (PTM) ethers
参考文献
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