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CAS RN: 2098851-56-8 | 产品编码: U0113
Sulfur Dioxide 1-Methylpyrrolidine Adduct
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| 规格 | 单价 | 同一天 | 2-3个工作日 | 数量 |
|---|---|---|---|---|
| 5G |
S$118.50
|
1 | 2 |
|
| 25G |
S$298.50
|
1 | 请联系我们 |
|
| 产品编码 | U0113 |
| 纯度/分析方法 | >96.0%(T) |
| 分子式/分子量 | C__5H__1__1NO__2S = 149.21 |
| 外观与形状（20°C） | 液体 |
| 储存温度 | 冷冻 (<0°C) |
| 储存在惰性气体下 | 存放于惰性气体之中 |
| 应避免的情况 | 空气,加热 |
| CAS RN | 2098851-56-8 |
| PubChem物质ID | 468593081 |
技术规格
| Appearance | Light yellow to Amber to Dark green clear liquid |
| Purity(Neutralization titration) | min. 96.0 % |
| NMR | confirm to structure |
物性（参考值）
GHS
| 象形图 |
|
| 信号词 | Danger |
| 危险性说明 | H315 : Causes skin irritation. H319 : Causes serious eye irritation. H225 : Highly flammable liquid and vapor. |
| 防范说明 | P501 : Dispose of contents/ container to an approved waste disposal plant. P240 : Ground/bond container and receiving equipment. P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking. P233 : Keep container tightly closed. P243 : Take precautionary measures against static discharge. P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment. P242 : Use only non-sparking tools. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. 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. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P403 + P235 : Store in a well-ventilated place. Keep cool. |
相关法规
运输信息
| UN编号 | UN1993 |
| 类别 | 3 |
| 包装类别 | II |
| HS编码* | 2933.99-000 |
应用
TCI Practical Example: Direct Synthesis of Lithium Pyridine Sulfinate Using TIMSO
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Used Chemicals
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- 5-Bromo-2-methoxypyridine [B2398]
- Sulfur Dioxide 1-Methylpyrrolidine Adduct (= TIMSO) [U0113]
- Butyllithium (ca. 15% in Hexane, ca. 1.6mol/L)
- THF
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Procedure
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5-Bromo-2-methoxypyridine (1.00 g, 5.32 mmol) in THF (30 mL) was stirred at -78 °C for 5 minutes and butyllithium (ca. 1.6mol/L in hexane, 3.66 mL, 5.85 mmol) was added to the solution and stirred further for 40 minutes at same temperature. Then, TIMSO (1.06 g, 6.38 mmol) was added and stirred at room temperature for 30 minutes. The precipitated solid was collected by filtration and washed with acetone (2 x 20 mL) and diethyl ether (2 x 20 mL) to give 1 as a white solid (895 mg, 94% yield).
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Experimenter’s Comments
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The reaction mixture was monitored by NMR.
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Analytical Data
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Lithium 6-Methoxypyridine-3-sulfinate (1)
1H NMR (270 MHz, D2O); δ 8.09 (d, J = 1.9 Hz, 1H), 7.77 (dd, J = 6.2, 2.2 Hz, 1H), 6.80 (d, J = 8.1 Hz, 1H), 3.77 (s, 3H).
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Lead Reference
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- Pyridine sulfinates as general nucleophilic coupling partners in palladium-catalyzed cross-coupling reactions with aryl halides
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Other Reference
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- Catalyst Selection Facilitates the Use of Heterocyclic Sulfinates as General Nucleophilic Coupling Partners in Palladium-Catalyzed Coupling Reactions
应用
Direct Synthesis of Lithium Pyridinesulfinate using TIMSO
To a solution of 5-bromo-2-methoxypyridine (2.5 mL, 19.3 mmol) in THF (100.0 mL) at -78 °C, n-BuLi (8.2 mL, 2.12 M in hexane, 17.4 mmol, 0.9 equiv.) is added slowly. The mixture is stirred for 40 minutes before U0113 (1.0 equiv.) is added slowly. After complete addition, the solution is allowed to warm to room temperature and the crude product is collected by vacuum filtration and washed with acetone (2 x 20 mL) and Et2O (2 x 20 mL) to yield the lithium pyridinesulfinate (3.4 g, 99%).
References
- Pyridine sulfinates as general nucleophilic coupling partners in palladium-catalyzed cross-coupling reactions with aryl halides
- Catalyst Selection Facilitates the Use of Heterocyclic Sulfinates as General Nucleophilic Coupling Partners in Palladium-Catalyzed Coupling Reactions
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