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CAS RN: 128-08-5 | 產品號碼: B0656
N-Bromosuccinimide
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| 產品號碼 | B0656 |
| 純度/分析方法 | >98.0%(T) |
| 分子式 / 分子量 | C__4H__4BrNO__2 = 177.99 |
| 外觀與形狀（20°C） | Solid |
| 儲存條件 | Refrigerated (0-10°C) |
| 儲存在惰性氣體下 | Store under inert gas |
| 應避免的情況 | Light Sensitive,Moisture Sensitive,Heat Sensitive |
| CAS RN | 128-08-5 |
| Reaxys-RN | 113916 |
| PubChem Substance ID | 87563662 |
| SDBS (AIST Spectral DB) | 1944 |
| Merck Index(14) | 1438 |
| MDL編號 | MFCD00005510 |
產品規格
| Appearance | White to Orange to Green powder to crystal |
| Purity(Iodometric Titration) | min. 98.0 % |
性質
| 熔點 | 176 °C(dec.) |
| 沸點 | 339 °C |
| 水溶性 | Slightly soluble |
| Degree of solubility in water | 14.7 g/l 25 °C |
| 溶解性（可溶於） | Acetone |
GHS
| 圖形表示 |
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| 信號詞 | Danger |
| 危險性說明 | H302 : Harmful if swallowed. H314 : Causes severe skin burns and eye damage. H290 : May be corrosive to metals. |
| 防範說明 | P501 : Dispose of contents/ container to an approved waste disposal plant. P260 : Do not breathe dusts or mists. P270 : Do not eat, drink or smoke when using this product. P234 : Keep only in original container. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P390 : Absorb spillage to prevent material damage. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P363 : Wash contaminated clothing before reuse. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. 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. P406 : Store in corrosive resistant container with a resistant inner liner. P405 : Store locked up. |
相關法規
運輸資料
| UN編號 | UN3261 |
| 類別 | 8 |
| 包裝類別 | III |
| HS編碼* | 2925.19-000 |
Application
TCI Practical Example: Bromination Reaction Using N-Bromosuccinimide
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Used Chemicals
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Procedure
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A solution of 2-methylbenzo[b]thiophene (500 mg, 3.4 mmol) in acetonitrile (5 mL) was stirred under nitrogen at 0 ˚C. Then NBS (630 mg, 3.5 mmol) was added the solution. The ice bath was removed and the mixture was stirred at room temperature for 30 min. The reaction mixture was quenched with water and extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate and filtered. The solvent was removed under reduced pressure and the crude was purified by silica gel column chromatography (hexane, Rf = 0.65) to give 3-bromo-2-methylbenzo[b]thiophene as a white solid (759 mg, 99% yield).
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (hexane, Rf = 0.65).
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Analytical Data
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3-bromo-2-methylbenzo[b]thiophene
1H NMR (270 MHz, CDCl3); δ 7.70-7.75 (m, 2H), 7.30-7.44 (m, 2H), 2.56 (s, 3H).
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Lead Reference
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- Reactive ligand influence on initiation in phenylene catalyst-transfer polymerization
Application
A Method for the Synthesis of Acyclic Haloamines with Ring Opening of Cyclic Amines
Experimental procedure:
To a vial, Piv-protected amine (1 eq.), AgNO3 (4 eq.), (NH4)2S2O8 (4 eq.), and NCS or NBS (4 eq.) is added and dissolved in 1:9 acetone:water (0.2 M). The resulting mixture is stirred at room temperature. After 30 minutes, the reaction mixture is partitioned between EtOAc and H2O and separated. The aqueous layer is extracted with EtOAc in triplicate and the combined organic layers concentrated in vacuo. The crude mixture is then purified over silica column eluting with an EtOAc:Hex. Mixture to afford the desired haloamine product.
To a vial, Piv-protected amine (1 eq.), AgNO3 (4 eq.), (NH4)2S2O8 (4 eq.), and NCS or NBS (4 eq.) is added and dissolved in 1:9 acetone:water (0.2 M). The resulting mixture is stirred at room temperature. After 30 minutes, the reaction mixture is partitioned between EtOAc and H2O and separated. The aqueous layer is extracted with EtOAc in triplicate and the combined organic layers concentrated in vacuo. The crude mixture is then purified over silica column eluting with an EtOAc:Hex. Mixture to afford the desired haloamine product.
References
- Deconstructive diversification of cyclic amines
考研文獻
文章/手冊
TCIMail
[Product Highlights] A Method for the Synthesis of Acyclic Haloamines with Ring Opening of Cyclic Amines[Research Articles] Carbon-Heteroatom Bond Formation at the Benzylic Position of Methylarenes
[TCI Practical Example] Bromination Reaction Using N-Bromosuccinimide
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