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CAS RN: 133745-75-2 | 產(chǎn)品編碼: F0335
N-Fluorobenzenesulfonimide [Fluorinating Reagent]
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![N-Fluorobenzenesulfonimide [Fluorinating Reagent]](/_ui/responsive/theme-tci/images/missing_product_zoom.jpg "N-Fluorobenzenesulfonimide [Fluorinating Reagent]")
純度/分析方法: >98.0%(T)(HPLC)
別名：
- N-氟代苯磺酰亞胺 [氟化試劑]
- N-氟代雙(苯磺酰基)胺
- N-Fluorobis(phenylsulfonyl)amine
- NFSI
- NFBS
產(chǎn)品文檔：
| 規(guī)格 | 單價 | 上海 | 天津 | 日本* | 數(shù)量 |
庫存詳情
|
|---|---|---|---|---|---|---|
| 1G |
￥160.00
|
9 | 1 | 請聯(lián)系我們 |
|
|
| 5G |
￥470.00
|
34 | 24 | ≥100 |
|
|
| 25G |
￥1,250.00
|
1 | ≥100 | ≥100 |
|
* 點擊“查詢”可查看預(yù)計發(fā)貨日期，僅供參考。
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* 我們將以最優(yōu)方式從上海/天津兩大倉庫發(fā)貨。國內(nèi)庫存不足，需兩周左右向日本總部調(diào)貨。
* 對于可分裝產(chǎn)品，11:30前的訂單，當天發(fā)貨；11:30后的訂單，隔天發(fā)貨。
* 如需大包裝，請點擊“大包裝詢價”按鈕（對于某些產(chǎn)品我們無法提供大包裝）。
* TCI會經(jīng)常復(fù)審儲藏條件以對其進行優(yōu)化，請以在線目錄為準，敬請留意。
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| 產(chǎn)品編碼 | F0335 |
| 純度/分析方法 | >98.0%(T)(HPLC) |
| 分子式/分子量 | C__1__2H__1__0FNO__4S__2 = 315.33 |
| 外觀與形狀（20°C） | 固體 |
| 儲存溫度 | 室溫 (15°C以下陰涼干燥處) |
| 包裝和容器 | 1G-帶有塑料內(nèi)管的玻璃瓶 （查看圖片） |
| CAS RN | 133745-75-2 |
| Reaxys-RN | 5348902 |
| PubChem物質(zhì)ID | 87570107 |
| SDBS (AIST Spectral DB) | 19601 |
| MDL編號 | MFCD00144885 |
技術(shù)規(guī)格
| Appearance | White to Light yellow powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| Purity(Iodometric Titration) | min. 98.0 % |
| Melting point | 115.0 to 119.0 °C |
物性（參考值）
| 熔點 | 115 °C |
GHS
| 象形圖 |
|
| 信號詞 | 警告 |
| 危險性說明 | H315 : 造成皮膚刺激。 H319 : 造成嚴重眼刺激。 H341 : 懷疑可造成遺傳性缺陷。 |
| 防范說明 | P501 : 將內(nèi)裝物/容器送到批準的廢物處理廠處理。 P202 : 在閱讀并明了所有安全措施前切勿搬動。 P201 : 使用前取得專用說明。 P264 : 作業(yè)后徹底清洗皮膚。 P280 : 戴防護手套/穿防護服/戴防護眼罩/戴防護面具。 P302 + P352 : 如皮膚沾染：用水充分清洗。 P308 + P313 : 如接觸到或有疑慮：求醫(yī)/就診。 P337 + P313 : 如仍覺眼刺激：求醫(yī)/就診。 P305 + P351 + P338 : 如進入眼睛：用水小心沖洗幾分鐘。如戴隱形眼鏡并可方便地取出，取出隱形眼鏡。繼續(xù)沖洗。 P362+P364 : 脫掉沾污的衣服，清洗后方可重新使用。 P332 + P313 : 如發(fā)生皮膚刺激：求醫(yī)/就診。 P405 : 存放處須加鎖。 |
相關(guān)法規(guī)
| 新化學物質(zhì)備案回執(zhí)號 | B1A232216039 |
運輸信息
| 監(jiān)管條件代碼(*) |
應(yīng)用
TCI Practical Example: One-Pot Palladium-Catalyzed Fluorosulfonylation of an Aryl Bromide Using DABSO and NFSI
-
Used Chemicals
-
Procedure
-
To a solution of 4-bromobiphenyl (1.17 g, 5.00 mmol), DABSO (721 mg, 3.00 mmol), and PdCl2(Amphos)2 (177 mg, 0.25 mmol) in anhydrous isopropyl alcohol (20 mL) was added triethylamine (2.1 mL, 15 mmol) at room temperature and the mixture was stirred at 75 °C for 23 hours. The suspension was cooled at room temperature and NFSI (2.36 g, 7.5 mmol) was added and the reaction mixture stirred for 3 hours until completion. The solvent was removed under reduced pressure. The residue was diluted with ethyl acetate (20 mL) and filtrated through celite pad. The filtrate was washed with saturated aqueous Na2S2O3 solution (20 mL) and brine (20 mL), dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by medium pressure preparative chromatography (ethyl acetate:hexane = 2:98 - 5:95 on silica gel) to give compound 1 as a white solid (928 mg, 79%).
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:9, Rf = 0.57) and UPLC-MS.
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Analytical Data
-
Compound 1
1H NMR (400 MHz, CDCl3); δ 8.12–8.04 (m, 2H), 7.86–7.80 (m, 2H), 7.67–7.58 (m, 2H), 7.44-7.55 (m, 3H).
-
Lead Reference
-
- One-pot palladium-catalyzed synthesis of sulfonyl fluorides from aryl bromides
應(yīng)用
An Enantioselective Fluorination of α-Branched Aldehydes Using Newly Developed Chiral Amine Catalyst
Typical Procedure (synthesis of 2-fluoro alcohol; Ar=Ph, R1=CH3):
To a solution of the chiral amine catalyst [E1267] (20 mg, 0.026 mmol, 10 mol%) in toluene (0.54 mL) is added 3,5-dinitrobenzoic acid (5.5 mg, 0.026 mmol, 10 mol%), 2-phenylpropionaldehyde (52 mg, 0.39 mmol, 1.5 eq.), and N-fluorobenzenesulfonimide (NFSI) (0.26 mmol, 82 mg, 1 eq.) at 0 °C. The reaction mixture is stirred at 0 °C for 48 h, then poured into CH3OH/CH2Cl2 (1:4, 1.3 mL) at 0 °C. To this solution, NaBH4 (1.6 mmol, 6 eq.) is added, and the mixture is stirred at room temperature for 1 h. The reaction is quenched with saturated aq.NH4Cl, and the mixture is extracted with Et2O. The organic layer is dried over Na2SO4, and concentrated. The residue is purified by silica gel chromatography (eluent: hexane/ethyl acetate = 3/1) to give (S)-2-fluoro-2-phenylpropan-1-ol (34.5 mg, 86% yield based on NFSI, 95% ee) as a white solid.
To a solution of the chiral amine catalyst [E1267] (20 mg, 0.026 mmol, 10 mol%) in toluene (0.54 mL) is added 3,5-dinitrobenzoic acid (5.5 mg, 0.026 mmol, 10 mol%), 2-phenylpropionaldehyde (52 mg, 0.39 mmol, 1.5 eq.), and N-fluorobenzenesulfonimide (NFSI) (0.26 mmol, 82 mg, 1 eq.) at 0 °C. The reaction mixture is stirred at 0 °C for 48 h, then poured into CH3OH/CH2Cl2 (1:4, 1.3 mL) at 0 °C. To this solution, NaBH4 (1.6 mmol, 6 eq.) is added, and the mixture is stirred at room temperature for 1 h. The reaction is quenched with saturated aq.NH4Cl, and the mixture is extracted with Et2O. The organic layer is dried over Na2SO4, and concentrated. The residue is purified by silica gel chromatography (eluent: hexane/ethyl acetate = 3/1) to give (S)-2-fluoro-2-phenylpropan-1-ol (34.5 mg, 86% yield based on NFSI, 95% ee) as a white solid.
References
應(yīng)用
Copper-catalyzed Direct Amidation of Heterocycles with N-Fluorobenzenesulfonimide
Typical Procedure:
In a dry 25 mL round-bottom flask, thiophene (0.5 mmol, 1 eq.), NFSI (0.6 mmol, 1.2 eq.) and CuI (5 mol%) are dissolved in DCE (3 mL), the resulting mixture is put into a preheated oil bath (60 °C) for 8 h. The solution is then cooled to room temperature, evaporated under reduced pressure, diluted with ethyl acetate, washed with a saturated aqueous solution of NaCl, dried over Na2SO4, filtered and evaporated under reduced pressure. The crude product is purified by silica gel column chromatography to afford the corresponding product (166.7 mg, Y. 88 %).
In a dry 25 mL round-bottom flask, thiophene (0.5 mmol, 1 eq.), NFSI (0.6 mmol, 1.2 eq.) and CuI (5 mol%) are dissolved in DCE (3 mL), the resulting mixture is put into a preheated oil bath (60 °C) for 8 h. The solution is then cooled to room temperature, evaporated under reduced pressure, diluted with ethyl acetate, washed with a saturated aqueous solution of NaCl, dried over Na2SO4, filtered and evaporated under reduced pressure. The crude product is purified by silica gel column chromatography to afford the corresponding product (166.7 mg, Y. 88 %).
References
應(yīng)用
Synthesis of Stereoseletive 1-Indanone Derivatives
Reference
參考文獻
文章/手冊
TCIMail
[研究論文] 使用最新開發(fā)的手性胺催化劑用于α-支鏈醛的對映選擇性氟化反應(yīng)[研究論文] 銅催化雜環(huán)化合物和N-氟代苯磺酰亞胺的直接酰胺化反應(yīng)
[TCI應(yīng)用實例] 使用DABSO和NFSI對芳基溴化物進行一鍋法鈀催化的氟磺?；磻?yīng)
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