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473294

Sigma-Aldrich

双（频哪醇合）二硼

99%

别名:

双戊酰二硼

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About This Item

经验公式（希尔记法）:
C12H24B2O4
CAS号:
73183-34-3
分子量:
253.94
MDL编号:
MFCD00799570
UNSPSC代码:
12352103
PubChem化学物质编号:
24870893
NACRES:
NA.22

方案

99%

表单

powder (or crystals)

mp

137-140 °C (lit.)

SMILES字符串

CC1(C)OB(OC1(C)C)B2OC(C)(C)C(C)(C)O2

InChI

1S/C12H24B2O4/c1-9(2)10(3,4)16-13(15-9)14-17-11(5,6)12(7,8)18-14/h1-8H3

InChI key

IPWKHHSGDUIRAH-UHFFFAOYSA-N

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相关类别

一般描述

双频哪醇合二硼或(B2pin2)是有机合成中最常用的二硼烷试剂，因其在空气和湿气环境中具有高稳定性。它可在酸性条件下通过四(二甲氨基)二硼和频哪醇的反应合成。

应用

用于构造四甲基吡咯烷硝基氧支架，以通过 Suzuki 偶联反应合成顺磁性杂环化合物。
用于铂催化乙炔和烯烃顺式邻二硼化反应的试剂；也可用于钯催化芳香烃的硼化反应。
钯催化 1,6-烯炔环化生成高烯丙基烷基硼酸酯的新型反应的底物。

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产品编号
说明
价格

907847

HB(trip)2, ≥95%

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
WXBF5505V
WXBF2648V
WXBF4376V
WXBF3831V
WXBF1911V

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Pd-catalyzed borylative cyclization of 1,6-enynes.
Juan Marco-Martínez et al.
Journal of the American Chemical Society, 129(7), 1874-1875 (2007-01-31)
Synthesis, 2573-2573 (2006)
Synlett, 15, 2442-2443 (2003)
Ronald L Reyes et al.
Science (New York, N.Y.), 369(6506), 970-974 (2020-08-21)
Site selectivity and stereocontrol remain major challenges in C-H bond functionalization chemistry, especially in linear aliphatic saturated hydrocarbon scaffolds. We report the highly enantioselective and site-selective catalytic borylation of remote C(sp3)-H bonds γ to the carbonyl group in aliphatic secondary
Catalysis of the coupling reaction of aryl chlorides with bis (pinacolato) diboron by tricyclohexylphosphine-cyclopalladated ferrocenylimine complexes
Xu C, et al.
Transition Metal Chemistry, 34(2), 175-179 (2009)
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