所有图片(2)
About This Item
经验公式（希尔记法）:
C8H15B
CAS号:
分子量:
122.02
Beilstein:
605509
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22
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表单
liquid
质量水平
反应适用性
reagent type: reductant
浓度
0.5 M in THF
密度
0.894 g/mL at 25 °C
SMILES字符串
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
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一般描述
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。
应用
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
选择性硼氢化还原试剂。
法律信息
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
警示用语：
Danger
危险分类
Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3 - Water-react 1
靶器官
Central nervous system, Respiratory system
补充剂危害
储存分类代码
4.3 - Hazardous materials which set free flammable gases upon contact with water
WGK
WGK 3
闪点(°F)
1.0 °F - closed cup
闪点(°C)
-17.2 °C - closed cup
法规信息
危险化学品
Chemistry Letters (Jpn), 33, 396-397 (2004)
9-Borabicyclo [3.3. 1] nonane as a convenient selective hydroborating agent
Knights EF and Brown HC
Journal of the American Chemical Society, 90(19), 5281-5283 (1968)
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
Chemtracts, 13, 219-222 (2000)
商品
Tandem hydroboration Suzuki Coupling both intermolecular and intramolecular gave diverse alkyl substituted products dppf
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