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CAS RN: 140681-55-6 | 产品编码: F0358
N-Fluoro-N'-(chloromethyl)triethylenediamine Bis(tetrafluoroborate)
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技术规格
| Appearance | White to Light yellow powder to crystal |
| Purity(Iodometric Titration) | min. 95.0 % |
物性（参考值）
| 熔点 | 175 °C |
| 水溶性 | 可溶 |
GHS
| 象形图 |
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| 信号词 | Danger |
| 危险性说明 | H302 : Harmful if swallowed. H318 : Causes serious eye damage. H317 : May cause an allergic skin reaction. H412 : Harmful to aquatic life with long lasting effects. H251 : Self-heating; may catch fire. |
| 防范说明 | P501 : Dispose of contents/ container to an approved waste disposal plant. P261 : Avoid breathing dust/ fume/ gas/ mist/ vapors/ spray. P273 : Avoid release to the environment. P272 : Contaminated work clothing should not be allowed out of the workplace. P270 : Do not eat, drink or smoke when using this product. P235 + P410 : Keep cool. Protect from sunlight. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P362 + P364 : Take off contaminated clothing and wash it before reuse. P333 + P313 : If skin irritation or rash occurs: Get medical advice/ attention. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. 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. P407 : Maintain air gap between stacks/ pallets. P420 : Store away from other materials. |
相关法规
运输信息
| UN编号 | UN3088 |
| 类别 | 4.2 |
| 包装类别 | II |
| HS编码* | 2933.99-000 |
应用
TCI Practical Example: Fluorination of 1,3-Dicarbonyl Compound Using F-TEDA-BF4
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Used Chemicals
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Procedure
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To a solution of acetoacetanilide (194 mg, 1.1 mmol) in acetonitrile and water (1:1, 4 mL) was added F-TEDA-BF4 (778 mg, 2.2 mmol). The reaction mixture was stirred at r.t. for 24 hours. Then solvent was removed under reduced pressure and the residue was purified by column chromatography (ethyl acetate:hexane = 0:1 - 1:9 on silica gel) to give 2,2-difluoro-3-oxo-N-phenylbutanamide as a light yellow liquid (214 mg，y. 92%).
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Experimenter’s Comments
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The reaction mixture was monitored by LC.
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Analytical Data
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2,2-Difluoro-3-oxo-N-phenylbutanamide
1H NMR (270 MHz, CDCl3); δ 7.97 (brs, 1H), 7.57-7.53 (m, 2H), 7.38 (t, 2H, J = 8.1 Hz), 7.25-7.18 (m, 1H), 6.60 (t, 1H, J = 73 Hz), 2.52 (t, 3H, J = 1.6 Hz).
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Lead Reference
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- Chemoselective Mono- and Difluorination of 1,3-Dicarbonyl Compounds
应用
Metal-Free Fluorination of C(sp3)-H Bonds using a Catalytic N-Oxyl Radical
Typical Procedure: To a solution of 4-phenylbutyl benzoate (55.6 mg, 0.219 mmol) and NDHPI (1.36 mg, 0.00547 mmol) in MeCN (2.2 mL) is added F-TEDA-BF4 (155 mg, 0.438 mmol) at room temperature. The mixture is degassed by freeze-thaw for 3 times under Ar atmosphere, and stirred at 50 °C for 5 h. The reaction mixture is then neutralized with saturated aqueous NaHCO3, and extracted with EtOAc (3 mL×3). The combined organic layers are dried over Na2SO4, and concentrated. The residue is purified with flash column chromatography (silica gel, hexane : Et2O=30 : 1) to provide 4-benzoyloxy-1-phenylbutyl fluoride (43.1 mg, Y. 72%).
References
- Metal-free fluorination of C(sp3)-H bonds using a catalytic N-oxyl radical
应用
Regioselective Fluorohydroxylation Reaction of Arylallenes
Reference
应用
Regiospecific fluorination of functionalized phenols
Typical procedue: To 4-(biphenyl)tributylstananne (44.3 mg) in acetone (2.0 mL) at 23°C is added silver triflate (51.4 mg) and N-fluoro-N'-(chloromethyl)triethylenediamine bis(tetrafluoroborate) (F-TEDA-BF4) (42.5 mg). The reaction mixture is stirred for 20 min at 23°C and then concentrated in vacuo. The residue is purified by preparative TLC eluting with hexane to give 12.0 mg of the fluorinated compound as colorless solid (70% yield).
References
参考文献
TCIMail
[TCI应用实例] 使用F-TEDA-BF4的氟化反应[研究论文] N-氧基自由基催化的不含金属的C(sp3)-H键氟化反应
[TCI应用实例] 使用光氧化还原催化剂的醇的脱氧氟化反应
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