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CAS RN: | 产品编码: R0273
Reagents for Metallophotoredox Cross-Coupling Reactions [NiBr2(dme), [Ir[dF(CF3)ppy]2(dtbbpy)]PF6, DABCO] (HPMC encapsulated)
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纯度/分析方法:
别名：
- 金属光氧化还原交叉偶联反应用试剂 (NiBr2(dme), [Ir[dF(CF3)ppy]2(dtbbpy)]PF6, DABCO) (密封于HPMC胶囊中)
- NiBr2(dme) ca. 0.03 mmol/capsule, [Ir[dF(CF3)ppy]2(dtbbpy)]PF6 ca. 0.12 μmol/capsule, DABCO ca. 1.1 mmol/capsule (HPMC encapsulated)
产品文档：
补充产品信息:
Contents (per one capsule)
- NiBr2(dme) : ca. 0.03 mmol
- [Ir[dF(CF3)ppy]2(dtbbpy)]PF6 : ca. 0.12 μmol
- DABCO : ca. 1.1 mmol
Directions for Use
- Each capsule contains all reagents for a single use on 0.60 mmol scale metallophotoredox C-N coupling reaction. Typical condition: 0.60 mmol of aryl bromide and 1.5 equiv of amine in DMAc (0.1 M) at 60 °C with blue LEDs.
(Reference: J. Org. Chem. 2021, 86, 1357.)
Related Products
- N1298 NiBr2(dme)
- D5817 [Ir[dF(CF3)ppy]2(dtbbpy)]PF6
- D0134 DABCO
| 产品编码 | R0273 |
| 外观与形状（20°C） | 固体 |
| 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 | 空气 |
技术规格
| Appearance | White to Almost white capsule |
| Functionality test (conversion ratio) | min. 90.0 % |
物性（参考值）
GHS
| 象形图 |
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| 信号词 | Danger |
| 危险性说明 | H302 : Harmful if swallowed. H315 : Causes skin irritation. H318 : Causes serious eye damage. H373 : May cause damage to organs through prolonged or repeated exposure. H317 : May cause an allergic skin reaction. H334 : May cause allergy or asthma symptoms or breathing difficulties if inhaled. H350 : May cause cancer. H412 : Harmful to aquatic life with long lasting effects. H228 : Flammable solid. |
| 防范说明 | P501 : Dispose of contents/ container to an approved waste disposal plant. P273 : Avoid release to the environment. P272 : Contaminated work clothing should not be allowed out of the workplace. 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 and bond container and receiving equipment. P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking. P201 : Obtain special instructions before use. P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P284 : Wear respiratory protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. 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. P362 + P364 : Take off contaminated clothing and wash it before reuse. P304 + P340 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. 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. P405 : Store locked up. |
相关法规
运输信息
| UN编号 | UN1325 |
| 类别 | 4.1 |
| 包装类别 | II |
| HS编码* | 3822.19-000 |
应用
TCI Practical Example: The Metallophotoredox Reaction Using a Capsule Reagent
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Used Chemicals
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Procedure
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Reagents for metallophotoredox cross-coupling reactions (HPMC encapsulated) (one capsule) was added to a solution of 5-bromopyrimidine (95 mg, 0.60 mmol) and morpholine (78 μL, 0.90 mmol, 1.5 eq.) in DMAc (6 mL) at r.t. The solution was placed at a distance of 3-5 cm from Blue LED lamp and stirred for 24 hours at 60 °C. The reaction mixture was then filtered through Celite. The filtrate was diluted with sat. Na2SO4 aq. (15 mL) and extracted with ethyl acetate (15 mL x 5). The organic layer was dried over sodium sulfate, concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (dichloromethane:methanol = 10:1) to afford 4-(pyrimidin-5-yl)morpholine (84 mg, 85% yield) as a pale brown solid.
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Experimenter’s Comments
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The reaction mixture was monitored by GC.
Irradiation of visible light was performed with Kessil A160WE Tuna Blue 40W x 2.
DMAc was degassed with nitrogen for 30 minutes before use.
The shape of the capsule is like below image and each capsule includes NiBr2(dme) (ca. 0.03 mmol), [Ir[dF(CF3)ppy]2(dtbbpy)]PF6 (ca. 0.12 μmol), and DABCO (ca. 1.1 mmol).
The material of the capsule is water-soluble HPMC (hydroxypropyl methylcellulose).
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Analytical Data
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4-(Pyrimidin-5-yl)morpholine
1H NMR (400 MHz, CDCl3); δ 8.74 (s, 1H), 8.37 (s, 2H), 3.91-3.88 (m, 4H), 3.25-3.22 (m, 4H).
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Lead Reference
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- Reagent and Catalyst Capsules: A Chemical Delivery System for Reaction Screening and Parallel Synthesis
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Other Reference
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- HPMC: A Biomass-Based Semisynthetic Sustainable Additive Enabling Clean and Fast Chemistry in Water
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