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CAS RN: 18107-18-1 | 产品编码: T1146
Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L)
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| 产品编码 | T1146 |
| 分子式/分子量 | C__4H__1__0N__2Si = 114.22 |
| 外观与形状（20°C） | 液体 |
| 储存温度 | 冷藏 (0-10°C) |
| 储存在惰性气体下 | 存放于惰性气体之中 |
| 应避免的情况 | 光,湿气 (分解),加热 |
| 包装和容器 | 100ML-DualSeal Bottle （查看图片）, 10ML-DualSeal Bottle （查看图片）, 25ML-DualSeal Bottle （查看图片） |
| CAS RN | 18107-18-1 |
| Reaxys-RN | 956593 |
| PubChem物质ID | 87576934 |
| MDL编号 | MFCD00053946 |
技术规格
| Appearance | Light yellow to Yellow clear liquid |
| Concentration(Neutralization titration) | 10.0 to 11.0 w/w% |
物性（参考值）
GHS
| 象形图 |
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| 信号词 | Danger |
| 危险性说明 | H314 : Causes severe skin burns and eye damage. H361 : Suspected of damaging fertility or the unborn child. H372 : Causes damage to organs through prolonged or repeated exposure. H335 : May cause respiratory irritation. H336 : May cause drowsiness or dizziness. H304 : May be fatal if swallowed and enters airways. H401 : Toxic to aquatic life. H225 : Highly flammable liquid and vapor. |
| 防范说明 | P501 : Dispose of contents/ container to an approved waste disposal plant. P273 : Avoid release to the environment. P260 : Do not breathe dust/ fume/ gas/ mist/ vapors/ spray. P270 : Do not eat, drink or smoke when using this product. P202 : Do not handle until all safety precautions have been read and understood. P240 : Ground/bond container and receiving equipment. P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking. P233 : Keep container tightly closed. P201 : Obtain special instructions before use. P243 : Take precautionary measures against static discharge. P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment. P242 : Use only non-sparking tools. P271 : Use only outdoors or in a well-ventilated area. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P308 + P313 : IF exposed or concerned: Get medical advice/ attention. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P301 + P310 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P363 : Wash contaminated clothing before reuse. P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. P403 + P233 : Store in a well-ventilated place. Keep container tightly closed. P403 + P235 : Store in a well-ventilated place. Keep cool. P405 : Store locked up. |
相关法规
运输信息
| UN编号 | UN2924 |
| 类别 | 3 / 8 |
| 包装类别 | II |
| HS编码* | 2931.90-000 |
应用
TCI Practical Example: Methyl Esterification of Carboxylic Acid Using TMS Diazomethane
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Used Chemicals
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- Boc-D-Ser(Bzl)-OH [B1863]
- Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L) [T1146]
- Diethyl ether
- Methanol
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Procedure
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To a stirred solution of Boc-D-Ser(Bzl)-OH (596 mg, 2.02 mmol) in Et2O/MeOH (7:2, 18 mL) was added TMS-diazomethane (0.6 mol/L hexane solution, 4.0 mL, 2.4 mmol) dropwise for 5 min at 0 °C and the mixture was stirred at the same temperature. After 2 h, TMS-diazomethane (0.4 mL, 0.24 mmol) was added and stirred for further 3 h. The reaction mixture was allowed to warm to room temperature and concentrated in vacuo to give Boc-D-Ser(Bzl)-OMe (625 mg, 100%) as a pale brown oil.
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (ethyl acetate:hexane = 3:1, Rf = 0.52).
Nitrogen gas evolution was observed when TMS-diazomethane was added dropwise.
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Analytical Data
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Boc-D-Ser(Bzl)-OMe
1H NMR (400 MHz, CDCl3); δ 7.36-7.26 (m, 5H), 5.40 (brd, J = 8.8 Hz, 1 H), 4.55 (d, J = 12.0 Hz, 1H), 4.48 (d, J = 12.0 Hz, 1H), 4.42 (td, J = 3.4, 9.2 Hz, 1H), 3.87 (dd, J = 3.2, 9.6 Hz, 1H), 3.74 (s, 3H), 3.68 (dd, J = 3.2, 9.2 Hz, 1H), 1.45 (s, 9H).
13C NMR (101 MHz, CDCl3); δ 171.13, 155.43, 137.49, 128.35 (2C), 127.76, 127.52 (2C), 79.92, 73.14, 69.88, 53.91, 52.39, 28.25 (3C).
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Other References
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- New Methods and Reagents in Organic Synthesis. 14. A Simple Efficient Preparation of Methyl Esters with Trimethylsilyldiazomethane (TMSCHN2) and Its Application to Gas Chromatographic Analysis of Fatty Acids
应用
Safe Methyl Esterification Reagent
Typical Procedure: To a solution of fatty acid (0.10 mmol) in 20% methanolic benzene (1 mL) is added trimethylsilyldiazomethane (ca. 10% in hexane) (0.5 mL) and stirred. The mixture is left for 30 min at room temperature and used for a GC sample.
References
- N. Hashimoto, T. Aoyama, T. Shioiri, Chem. Pharm. Bull. 1981, 29, 1475.
- A. Presser, A. Hufner, Monatsh. Chem. 2004, 135, 1015.
应用
An Application for the Synthesis of Natural Product
References
- 1)Total Synthesis of Norzoanthamine
- 2)Synthetic Studies of the Zoanthamine Alkaloids: The Total Syntheses of Norzoanthamine and Zoanthamine
参考文献
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