产品名称 | 9-硼双环[3.3.1]壬烷 |
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英文名称 | 9-Borabicyclo[3.3.1]nonane |
别名 | 9-硼双环[3.3.1]壬烷溶液; |
英文别名 | 9-BBN;9-Borabicyclo[3.3.1]nonane solution |
应用 | 烯烃保护基团? 反应物用于: · 线性SPPS合成泛素衍生物 · 铜催化有机硼化合物与伯烷基卤化物和拟卤化物发生交叉偶联反应 · 将烯烃分子内插入钯-氮键 · 制备(膦酰基乙酰基)鸟氨酸以研究对酵母中精氨酸生物合成基因的影响 · Hetero-Diels-Alder反应合成螺环生物碱 使用 9-BBN 对相应环状缩醛进行还原以鉴别对称二醇。 选择性硼氢化还原试剂。 |
规格或纯度 | 0.5 M in THF |
运输条件 | 常规运输 |
烯烃保护基团†
反应物用于:
· 线性SPPS合成泛素衍生物
· 铜催化有机硼化合物与伯烷基卤化物和拟卤化物发生交叉偶联反应
· 将烯烃分子内插入钯-氮键 · 制备(膦酰基乙酰基)鸟氨酸以研究对酵母中精氨酸生物合成基因的影响
· Hetero-Diels-Alder反应合成螺环生物碱
使用 9-BBN 对相应环状缩醛进行还原以鉴别对称二醇。 选择性硼氢化还原试剂。
9-Borabicyclo[3.3.1]nonane is an organic compound, which is generally used as a hydroborating agent. It is thermally stable, less sensitive to oxygen and water when compared to other dialkyl boranes. It is commonly used to prepare aldehydes from alkynes.
Differentiation of symmetrical diols by reduction of the corresponding cyclic acetals with 9-BBN.
Selective hydroboration reduction reagent.
Protecting group for alkenes
Reactant for:
• Linear SPPS synthesis of ubiquitin derivatives
• Copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides
• Intramolecular insertion of alkenes into palladium-nitrogen bonds
• Preparation of (phosphonoacetyl)ornithine to study effect on arginine biosynthetic genes in yeast
• Hetero-Diels-Alder reaction for synthesis of spirocyclic alkaloids
9-Borabicyclo[3.3.1]nonane is an organic compound, which is generally used as a hydroborating agent. It is thermally stable, less sensitive to oxygen and water when compared to other dialkyl boranes. It is commonly used to prepare aldehydes from alkynes.
application:
9-BBN monomer acts as a selective hydroboration reagent in synthetic organic chemistry. It is employed in Suzuki reactions as well as in the preparation of terminal alcohols by the region selective addition of alkenes followed by oxidative cleavage using hydrogen peroxide. It is also used in copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides. It acts as a protecting group for alkenes. Further, it is used as a reactant for Hetero-Diels-Alder reaction for the synthesis of spirocyclic alkaloids. In addition to this, it is used in intramolecular insertion of alkenes into palladium-nitrogen bonds.
标识符号 | GHS07, GHS02 |
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信号词 | Danger |
警示性声明 | P261,P223,P231+P232,P370+P378,P422,P210 |
危害声明 | H319,H335,H260,H225 |
WGK | 3 |
闪点(摄氏) | -19℃ |
闪点(华氏) | -2°F |
CAS编号 | 280-64-8 |
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敏感性 | 对空气和水分敏感 |
溶解性 | Miscible with ether, hexane, benzene, toluene, carbon tetrachloride, chloroform, dimethylsulfide and dichloromethane. Slightly miscible with cyclohexane, dimethoxyethane, diglyme and dioxane. |
储存温度 | 充氩 |
MDL号 | MFCD00074742 |
密度 | 0.884 |
分子量 | 122.02 |
分子式 | C8H15B |
品牌 | 阿拉丁 |
PubChem CID | 6327450 |