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Merck
CN
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文件

安全信息

459496

Sigma-Aldrich

9-硼双环[3.3.1]壬烷 溶液

0.4 M in hexanes

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别名:
9-BBN
经验公式（希尔记法）:
C8H15B
CAS号:
280-64-8
分子量:
122.02
Beilstein:
605509
MDL编号:
MFCD00074742
UNSPSC代码:
12352005
PubChem化学物质编号:
24869563
NACRES:
NA.22

质量水平

100

反应适用性

reagent type: reductant

浓度

0.4 M in hexanes

bp

68-70 °C

密度

0.691 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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相关类别

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

警示用语：

Danger

危险分类

Aquatic Chronic 2 - Asp. Tox. 1 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Inhalation - STOT SE 3 - Water-react 1

靶器官

Central nervous system, Nervous system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

危险化学品

分析证书(COA)

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Jefferson D Revell et al.
Organic letters, 7(5), 831-833 (2005-02-25)
1,5-Cyclooctadiene was deprotonated under LICKOR conditions and reacted with Merrifield resin to afford an immobilized cyclooctadiene in high yield. This polymer is effective as a halogen scavenger, while hydroboration leads to a supported 9-BBN analogue. The latter exhibits similar regioselectivity
A Ganesan
Mini reviews in medicinal chemistry, 6(1), 3-10 (2006-02-07)
Solid-phase synthesis is a powerful tool for achieving high-throughput chemistry. This review discusses recent diverse examples from my group: the solid-phase synthesis of unsymmetrical guanidines, polymer-supported versions of cyclooctadiene and 9-BBN, a triflate-like linker, the synthesis of tetrahydro-beta-carbolines by the
Yi Luan et al.
Organic letters, 13(9), 2510-2513 (2011-04-09)
Diazo esters, arylboranes, and carbamoyl imines undergo a 3-component Mannich condensation reaction. Catalyzed by Cu(II) salts, the reaction affords the corresponding isocyanate Mannich product: one that can be easily trapped in situ by other nucleophiles. The Mannich condensation corresponds to
Rajesh Sardar et al.
Journal of the American Chemical Society, 133(21), 8179-8190 (2011-05-10)
We report a spectroscopic and microscopic investigation of the synthesis of gold nanoparticles (AuNPs) with average sizes of less than 5 nm. The slow reduction and AuNP formation processes that occur by using 9-borabicyclo[3.3.1]nonane (9-BBN) as a reducing agent enabled

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