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Merck
CN

459496

9-硼双环[3.3.1]壬烷 溶液

0.4 M in hexanes

别名:

9-BBN

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关于此项目

经验公式(希尔记法):
C8H15B
化学文摘社编号:
分子量:
122.02
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
605509
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Quality Level

reaction suitability

reagent type: reductant

concentration

0.4 M in hexanes

bp

68-70 °C

density

0.691 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

Application

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


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signalword

Danger

target_organs

Central nervous system, Nervous system

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Hazard Classifications

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

法规信息

危险化学品

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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



全球贸易项目编号

货号GTIN
459496-100ML04061832343174
459496-1L04061838127976