Catecholborane 儿萘酚硼烷
CAS 274-07-7 MFCD00005846
化学结构图
SMILES: B1Oc2ccccc2O1
化学属性
| Mol. Formula | C6H5BO2 |
|---|---|
| Mol. Weight | 120 |
| Density | 0.958 |
| Refractive index | n20/D 1.507(lit.) |
| Boiling Point | 50 °C/50 mmHg(lit.) |
| Melting Point | 12 °C(lit.) |
| Flash Point | 2°(35°F) |
| TSCA | Yes |
| Stability | 对湿度敏感 |
别名和识别编码
| Chemical Name | Catecholborane |
|---|---|
| Synonym | Catecholborane1M solution in tetrahydrofuranAcroSeal§3 1,3,2-BENZODIOXABOROL catecholborane solution 1,3,2-benzodioxaborole solution 儿茶酚硼烷 溶液 7,9-dioxa-8$l^{2}-borabicyclo[4.3.0]nona-1,3,5-triene CB 1,3-Dioxa-2-boraindan C6H5BO2 Catecholatoborane CATECHOLBORANE Pyrocatecholborane Benzcatechinborane 1,3,2-BENZODIOXABOROLE ( 1M SOLUTION INTHF) CATECHOLBORANE, 1.0M SOLUTION IN TETRAHY DROFURAN C6H5BO2 儿茶酚硼烷 |
| CAS Number | 274-07-7 |
| EC Number | 205-991-5 |
| Beilstein Registry Number | 972072 |
| MDL Number | MFCD00005846 |
| PubChem Substance ID | 6327445 |
| Chemical Name Translation | 儿萘酚硼烷 |
| LabNetwork Molecule ID | LN00009998 |
| InChI | InChI=1S/C6H4BO2/c1-2-4-6-5(3-1)8-7-9-6/h1-4H |
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信息真实价格透明
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分类
- {uni_hamburg} no charge; oxygen heterocycle; other heterocycle; carbocycle; aromatic; alicycle; large ring; fused rings; 5ring; 6ring; 9ring; 1fragment
- {SNA} Boranes, Boronic Acids and Derivatives, Borylation Reagents, Chemical Synthesis, Organometallic Reagents, Reduction, Synthetic Reagents
产品应用
- 单官能硼氢化试剂，可将 β-羟基酮还原为 1,3-二醇。可影响 α,β-烯酮共轭还原反应。常用于制备 B-烷基儿茶酚硼烷，B-烷基儿茶酚硼烷又可产生烷基自由基，与醌作用形成芳基醚。可用于与亚甲基双(噁唑啉)作用制备 C2-对称硼络合物，亚甲基双(噁唑啉)还可用于酮的不对称还原反应。
相关文献及参考
- Short: II/24C
- Mild, selective hydroborating agent: J. Am. Chem. Soc., 97, 5249 (1975); Tetrahedron, 32, 981 (1976). Use of Rh(I) and Ir(I) catalysis increases stereo- and regioselectivity: J. Am. Chem. Soc., 114, 6671, 6674 (1992). For Rh catalyzed enantioselective hydroboration of alkenylboronic acids, see: Tetrahedron: Asymmetry, 7, 5 (1996). Hydroboration of olefins can be accomplished at room temperature in the presence of N,N-dimethylacetamide: J. Org. Chem., 61, 3224 (1996).
- Short: II/24B
- For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 666 (2007).
安全信息
GHS Symbol
- S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
- 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；
- S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
- 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”
- S8 Keep container dry 保持容器干燥；
- S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟；
- S30 Never add water to this product 切勿将水加入该产品中；
- S20 When using do not eat or drink 使用时，不得进食，饮水；
- S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾；
- S33 Take precautionary measures against static discharges 对静电采取预防措施；
- S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置；
- S9 Keep container in a well-ventilated place 保持容器在通风良好的场所；
- S62 If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label where possible 吞食后不要催吐：立即求医并出示该容器或标签；
- R11 Highly flammable 非常易燃
- R14 Reacts violently with water 遇水会猛烈反应
- R34 Causes burns 会导致灼伤
- R48/20
- R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
- R67 Vapours may cause drowsiness and dizziness 蒸汽可能导致嗜睡和昏厥
- 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。
- 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 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
- P242 Use only non-sparking tools. 只能使用无火花工具。
- P243 Take precautionary measures against static discharge. 采取预防措施，防止静电放电。
- P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- 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。
- P301+P330+P331
- P303+P361+P353
- P304+P340
- P305+P351+P338
- P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
- P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
- P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
- P370+P378
- P403+P235
- P405 Store locked up. 上锁保管。
- P501 Dispose of contents/container to..… 处理内容物/容器.....
- H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
- H302 Harmful if swallowed 吞食有害
- H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
- H335 May cause respiratory irritation 可能导致呼吸道刺激
- H351 Suspected of causing cancer 怀疑致癌
其他信息
- 儿萘酚硼烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2010/06/21 182901000 儿萘酚硼烷 Catecholborane 98+% 100 GR 5257元 2010/06/21 182900250 儿萘酚硼烷 Catecholborane 98+% 25 GR 1548元 2010/06/21 209541000 儿萘酚硼烷 Catecholborane , 1M solution in tetrahydrofuran, AcroSeal® 100 ML 850元
- Alfa Aesar:儿茶酚硼烷,97% Catecholborane, 97%(274-07-7)
- MOL 文件:274-07-7.mol
- 下游产品:反式-BETA-苯乙烯硼酸
- Acros Organics:儿茶酚硼烷 Catecholborane, 1M solution in tetrahydrofuran, AcroSeal?(274-07-7)
- Sigma Aldrich:274-07-7(sigmaaldrich)
- F:1-10
- 敏感性:Moisture Sensitive
- 上游原料:四氢呋喃 --> 邻苯二酚 --> 硼烷四氢呋喃络合物
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