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Merck

151076

Sigma-Aldrich

9-硼双环[3.3.1]壬烷 溶液

0.5 M in THF

别名:

9-BBN

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About This Item

经验公式(希尔记法):
C8H15B
CAS号:
分子量:
122.02
Beilstein:
605509
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22

形狀

liquid

品質等級

反應適用性

reagent type: reductant

濃度

0.5 M in THF

密度

0.894 g/mL at 25 °C

SMILES 字串

B1C2CCCC1CCC2

InChI

1S/C8H15B/c1-3-7-5-2-6-8(4-1)9-7/h7-9H,1-6H2/t7-,8+

InChI 密鑰

FEJUGLKDZJDVFY-OCAPTIKFSA-N

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一般說明

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。

應用

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。

包裝

建议将25 mL Sure/Seal瓶作为一次性瓶使用。 反复扎刺可能会使产品性能下降。

法律資訊

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

訊號詞

Danger

危險分類

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3 - Water-react 1

標靶器官

Central nervous system, Respiratory system

安全危害

儲存類別代碼

4.3 - Hazardous materials which set free flammable gases upon contact with water

水污染物質分類(WGK)

WGK 3

閃點(°F)

1.0 °F - closed cup

閃點(°C)

-17.2 °C - closed cup


分析证书(COA)

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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
Preparation and properties
Hydroboration and Organic Synthesis: 9-Borabicyclo [3.3.1] nonane (9-BBN) (2007)
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)
Organic Process Research & Development, 10, 1076-1076 (2006)

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