Pinacol borane 频那醇硼烷
CAS 25015-63-8 MFCD00674030
化学结构图
SMILES: CC1(C)O[B]OC1(C)C
化学属性
| Mol. Formula | C6H13BO2 |
|---|---|
| Mol. Weight | 127.98 |
| Boiling Point | 42-43 °C at 50 mmHg |
| Density | 0.887 |
| Refractive index | 1.3940 to 1.3980 |
| Flash Point | 5°C(lit.) |
| TSCA | No |
| pH | :A |
别名和识别编码
| Chemical Name | Pinacol borane |
|---|---|
| CAS Number | 25015-63-8 |
| Synonym | 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {} {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {} {} {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {} {} {} {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {} {} {} {} {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {} {} {} {} {} {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {} {} {} {} {} {} {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {} {} {} {} {} {} {} {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {} {} {} {} {} {} {} {} {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {} {} {} {} {} {} {} {} {} {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {} {} {} {} {} {} {} {} {} {} {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {} {} {} {} {} {} {} {} {} {} {} {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4,4,5,5-Tetramethyl-1,3,2-dioxaborol |
| PubChem Substance ID | 6364989 |
| MDL Number | MFCD00674030 |
| Beilstein Registry Number | 7802871 |
| EC Number | 250-023-7 |
| Reaxys-RN | 7802871 |
| Chemical Name Translation | 频那醇硼烷 |
| InChIKey | LZPWAYBEOJRFAX-UHFFFAOYSA-N |
| LabNetwork Molecule ID | LN00008800 |
| InChI | InChI=1S/C6H12BO2/c1-5(2)6(3,4)9-7-8-5/h1-4H3 |
| Canonical SMILES | CC1(C)C(C)(C)OBO1 |
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分类
- {SNA} Boronic Acids and Derivatives, Borylation Reagents, Chemical Synthesis, Organometallic Reagents
- {SNA} 25mL Sure/Seal Reagents, Boronic Acids and Derivatives, Borylation Reagents, Chemical Synthesis, Organometallic Reagents
- Heterocycles
- Boron Derivatives
产品应用
- It is used for synthesis of unsymmetrical biaryls via aromatic C-H borylation-cross-coupling sequence.
相关文献及参考
- Coupling aryl iodides and bromides, catalyzed by [1,1'-Bis(diphenylphosphino)ferrocene]palladium(II) chloride, 41225, gives the aryl pinacolboronates: J. Org. Chem., 62, 6458 (1997); 65, 164 (2000). In the presence of triphenylarsine, Pd-catalyzed coupling with alkenyl triflates and iodides affords vinylboronates: Synthesis, 778 (2000). For a brief review of uses of pinacolborane, see: Synlett, 1210 (2000).
- Precursor of boronic esters by hydroboration or coupling reactions. Hydroboration of alkynes, in the presence of Rh or Ni catalysts, yields alkenylboronates: Tetrahedron Lett., 37, 3283 (1996). Hydroboration of alkenes in the presence of Chlorotris(triphenylphosphine)rhodium(I), 10468, affords the alkylboronate: Tetrahedron Lett., 37, 3283 (1996); with phosphine-free catalyst Chloro(1,5-cyclooctadiene)rhodium(I) dimer, 10466, dehydrogenative borylation predominates to give the alkenylboronate: Tetrahedron Lett., 40, 213 (1999); Bull. Chem. Soc. Jpn., 75, 825 (2002):
安全信息
GHS Symbol
- H319 Causes serious eye irritation 严重刺激眼睛
- H335 May cause respiratory irritation 可能导致呼吸道刺激
- H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
- H261 In contact with water releases flammable gas 与水接触时释放可燃气体。
- H351 Suspected of causing cancer 怀疑致癌
- H302 Harmful if swallowed 吞食有害
- P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
- P223 Keep away from any possible contact with water, because of violent reaction and possible flash fire. 远离任何与水接触的可能，因为会剧烈反应可能产生闪火。
- P231+P232
- P233 Keep container tightly closed. ?保持容器密闭。
- P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
- P241+P242+P243
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
- P303+P361+P353
- P305+P351+P338
- P335+P334
- P370+P378
- P402+P404
- P403+P235
- P422 Store contents under… 存储目录在…之下。
- P501 Dispose of contents/container to..… 处理内容物/容器.....
- R11 Highly flammable 非常易燃
- R15 Contact with water liberates extremely flammable gases 遇水会释放出极端易燃的气体
- R19 May form explosive peroxides 可能生成易爆的过氧化物质
- R36/37 Irritating to eyes and respiratory system 对眼睛和呼吸系统有刺激性
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
- R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
- S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟；
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
- S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
- S43 In case of fire use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add -?Never use water) 着火时使用（指明具体的消防器材种类，如果用水增加危险，注明“禁止用水”
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