form
liquid
Quality Level
reaction suitability
reagent type: reductant
concentration
0.5 M in THF
density
0.894 g/mL at 25 °C
SMILES string
B1C2CCCC1CCC2
InChI
1S/C8H15B/c1-3-7-5-2-6-8(4-1)9-7/h7-9H,1-6H2/t7-,8+
InChI key
FEJUGLKDZJDVFY-OCAPTIKFSA-N
General description
9-Borabicyclo[3.3.1]壬烷是一种有机化合物，通常可用作氢硼酸酯化剂。与其他二烷基硼烷相比，它具有热稳定性，对氧气和水不敏感。它通常可用于利用炔烃制备醛。
Application
选择性硼氢化还原试剂。
使用 9-BBN 对相应环状缩醛进行还原以鉴别对称二醇。
烯烃保护基团†
反应物用于：
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
Legal Information
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Danger
target_organs
Central nervous system, Respiratory system
supp_hazards
存储类别
4.3 - Hazardous materials which set free flammable gases upon contact with water
wgk
WGK 3
flash_point_f
1.0 °F - closed cup
flash_point_c
-17.2 °C - closed cup
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3 - Water-react. 1
法规信息
危险化学品
此项目有
商品
Tandem hydroboration Suzuki Coupling both intermolecular and intramolecular gave diverse alkyl substituted products dppf
Preparation and properties
Hydroboration and Organic Synthesis: 9-Borabicyclo [3.3.1] nonane (9-BBN) (2007)
Zhishan Bo et al.
Organic letters, 6(5), 667-669 (2004-02-28)
Several useful aryl/alkyl building blocks for dendrimer and hyperbranched polymer synthesis were prepared by Suzuki-Miyaura cross-coupling reactions and iododesilylation reactions. The iododesilylations were carried out with iodine monochloride (ICl) in methylene chloride and diethyl ether (10:1). This solvent combination lowered
Chemistry Letters (Jpn), 33, 396-397 (2004)
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| 151076-18L-KL | 04061838125095 |
| 151076-100ML | 04061838739001 |
| 151076-4X25ML | 04061838739018 |
| 151076-PZ | 04061823818278 |
| 151076-800ML | 04061838739025 |
| 151076-8L | 04061838125101 |