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CAS RN: 1109-15-5 | 产品编码: T2313
Tris(pentafluorophenyl)borane
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* 无具体发货日期的情况，如：显示“8个工作日后发货”，将在您订购日起的8个工作日后发货。
* 我们将以最优方式从上海/天津两大仓库发货。国内库存不足，需两周左右向日本总部调货。
* 对于可分装产品，11:30前的订单，当天发货；11:30后的订单，隔天发货。
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| 产品编码 | T2313 |
纯度/分析方法 
|
>98.0%(NMR) |
| 分子式/分子量 | C__1__8BF__1__5 = 511.98 |
| 外观与形状（20°C） | 固体 |
| 储存温度
|
冷冻 (<0°C) |
| 储存在惰性气体下 | 存放于惰性气体之中 |
| 应避免的情况 | 湿气 (吸湿),加热 |
| 包装和容器
|
1G-带有塑料内管的玻璃瓶 （查看图片） |
| CAS RN | 1109-15-5 |
| Reaxys-RN | 2931347 |
| PubChem物质ID | 87558752 |
| Merck Index (14) | 9755 |
| MDL编号 | MFCD00269813 |
技术规格
| Appearance | White to Gray to Brown powder to crystal |
| Purity(NMR) | min. 98.0 atom% |
| Water | max. 1.0 % |
物性（参考值）
| 熔点 | 128 °C |
| 最大吸收波长 | 306 nm (Toluene) |
| 溶解性（可溶于） | 甲苯 |
GHS
| 象形图 |
|
| 信号词 | 警告 |
| 危险性说明 | H315 : 造成皮肤刺激。 H319 : 造成严重眼刺激。 |
| 防范说明 | P264 : 作业后彻底清洗皮肤。 P280 : 戴防护手套/戴防护眼罩/戴防护面具。 P302 + P352 : 如皮肤沾染：用水充分清洗。 P337 + P313 : 如仍觉眼刺激：求医/就诊。 P305 + P351 + P338 : 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。 P362+P364 : 脱掉沾污的衣服，清洗后方可重新使用。 P332 + P313 : 如发生皮肤刺激：求医/就诊。 |
相关法规
运输信息
| 监管条件代码(*) |
应用
Deuteration of Aromatic and Heteroamomatic Compounds Catalyzed by Tris(pentafluorophenyl)borane
Experimental procedure: N,N-Dibenzylaniline (140 mg, 0.513 mmol), tris(pentafluorophenyl)borane (17.0 mg, 0.033 mmol), D2O (306 mg, 15.3 mmol) are placed in a sealed tube. The reaction mixture is stirred at 80 °C for 24 h. After the reaction is completed, the reaction mixture is purified by silica gel column chromatography (cyclohexane:ethylacetate = 20:1) to afford N,N-dibenzylaniline-2,4,6-d3 (134 mg) in 95% yield.
References
- B(C6F5)3‑Catalyzed Regioselective Deuteration of Electron-Rich Aromatic and Heteroaromatic Compounds
应用
High Throughput Sequence-controlled Oligosiloxane Synthesis
References
- By-Product-Free Siloxane-Bond Formation and Programmed One-Pot Oligosiloxane Synthesis
应用
Frustrated Lewis Pair (FLP)-induced Hydrogenations of Silyl Enol Ethers
References
- Heterolytic dihydrogen activation with the 1,8-bis(diphenylphosphino)naphthalene/B(C6F5)3 pair and its application for metal-free catalytic hydrogenation of silyl enol ether
应用
Tri(cyclohexa-2,5-dien-1-yl)silane: A Stable and Easy-to-handle Surrogate of Monosilane (SiH4)
Synthesis of multisubstituted silanes:
In a glove box, a Schlenk tube is charged with an alkene (0.300 mmol). In two vials are weighed B(C6F5)3 (7.7 mg, 15 µmol) and tri(cyclohexa-2,5-dien-1-yl)silane (1, 28.0 mg, 0.105 mmol). All the sealed containers are taken out of the glove box, and the Schlenk tube is connected to a N2 line. Under a N2 counterflow are subsequently added 0.3 mL of CH2Cl2, 1 then B(C6F5)3. The tube is completely sealed and stirred at room temperature for 24 h. After this time, two drops of triethylamine are added to the solution under an N2 counterflow, and the resulting mixture is stirred for 5 min before being filtered over a short alumina column (elution with CH2Cl2). After evaporation of all volatiles, the crude product is purified by flash column chromatography to give the multisubstituted silane 3.
In a glove box, a Schlenk tube is charged with an alkene (0.300 mmol). In two vials are weighed B(C6F5)3 (7.7 mg, 15 µmol) and tri(cyclohexa-2,5-dien-1-yl)silane (1, 28.0 mg, 0.105 mmol). All the sealed containers are taken out of the glove box, and the Schlenk tube is connected to a N2 line. Under a N2 counterflow are subsequently added 0.3 mL of CH2Cl2, 1 then B(C6F5)3. The tube is completely sealed and stirred at room temperature for 24 h. After this time, two drops of triethylamine are added to the solution under an N2 counterflow, and the resulting mixture is stirred for 5 min before being filtered over a short alumina column (elution with CH2Cl2). After evaporation of all volatiles, the crude product is purified by flash column chromatography to give the multisubstituted silane 3.
References
- Formal SiH4 chemistry using stable and easy-to-handle surrogates
应用
Metal-Free Hydrogenation of Ketone by Frustrated Lewis Pairs (FLPs)
Typical procedure (R, R’ = n-Pr): 4-Heptanone (1.00 g, 8.76 mmol) is weighed into a 125 mL reactor. Subsequently, B(C6F5)3 (0.224 g, 0.43 mmol) dissolved in Et2O (14.3 mg, 20 mL, 0.19 mol) is added to the reactor. The reactor is sealed and attached to a hydrogen gas line. The flask is purged ten times at 15 atm with hydrogen gas. The reactor is then pressurized with 60 atm hydrogen gas and placed in an oil bath for 12 h at 70 °C. The reactor is slowly vented and all the volatiles are collected by vacuum distillation while cooling the collected distillate with liquid nitrogen. The solvent is removed by applying a gentle stream of N2 gas to give 4-heptanol (886 mg, 87% yield, and 99 % conversion determined by 1H NMR).
References
- T. Mahdi, D. W. Stephan, J. Am. Chem. Soc. 2014, 136, 15809.
- Highlighted in Chem. Eng. News 2014, 92 (44), 8.
应用
Metal-Free Hydrogenation of N-Phenyl Aromatic Rings
Typical procedure (Entry 1): A 25 mL glass bomb equipped with Teflon screw cap is charged with a solution of B(C6F5)3 (37.9 mg, 1 eq.) and N-isopropylaniline (10.0 mg, 0.074 mmol) in toluene (1 mL). The reaction tube is degassed three times through a freeze-pump-thaw cycle on the vacuum/H2 line and filled with H2 (4 atm) at -196 °C. The reaction bomb is placed in a 110 °C oil bath for 36 h. The toluene is removed under reduced vacuum to yield a white precipitate. The product is washed with pentane (2 x 2 mL) and dried under reduced pressure to give [iPrNH2Cy][HB(C6F5)3] (93 %).
References
- 1)T. Mahdi, Z. M. Heiden, S. Grimme, D. W. Stephan, J. Am. Chem. Soc. 2012, 134, 4088.
- 2)D. W. Stephan, G. Erker, Angew. Chem., Int. Ed. 2010, 49, 46.
应用
Metal-free Hydrogenation of Imines Catalyzed by B(C6F5)3
Typical Procedure: In a glovebox, B(C6F5)3 (18.2 mg, 0.0355 mmol, 20 mol%) is dissolved in dry diisopropylamine (2.5 mL, 1.8 g, 17 mmol) and the solution is added to N-benzylidene-tert-butylamine (28.7 mg, 0.177 mmol, 1 eq.). The resulting solution is transferred to a 25 mL bomb with a sealable Teflon tape and magnetic stirbar. The reaction vessel is sealed, removed from the glovebox and stirred at 100°C for 24 h after which it is cooled to room temperature. The reaction mixture is quenched by the addition of silica followed by elution through a short silica column. The filtrate is concentrated in vacuo to give the desired product.
References
参考文献
技术文章
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[研究论文] 低聚硅氧烷的高通量序列可控合成
[研究论文] 三(环己-2,5-二烯-1-基)硅烷: 一种稳定并且易于操作的甲硅烷(SiH4)的替代品
[研究论文] 受阻Lewis酸碱对(FLPs)催化的非金属氢化反应
[研究论文] N-苯基芳环的非金属加氢反应
[研究论文] 通过B(C6F5)3对亚胺进行无金属催化加氢
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