473294
双（频哪醇合）二硼
99%
别名:
双戊酰二硼
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关于此项目
经验公式（希尔记法）:
C12H24B2O4
化学文摘社编号:
分子量:
253.94
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Assay:
99%
Form:
powder (or crystals)
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
SMILES string
CC1(C)OB(OC1(C)C)B2OC(C)(C)C(C)(C)O2
InChI key
IPWKHHSGDUIRAH-UHFFFAOYSA-N
assay
99%
form
powder (or crystals)
mp
137-140 °C (lit.)
General description
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。
Application
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。
存储类别
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Takahiro Muraoka et al.
Nature communications, 11(1), 2924-2924 (2020-06-12)
Biological membranes play pivotal roles in the cellular activities. Transmembrane proteins are the central molecules that conduct membrane-mediated biochemical functions such as signal transduction and substance transportation. Not only the molecular functions but also the supramolecular properties of the transmembrane
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)
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)
Synlett, 15, 2442-2443 (2003)
Synthesis, 2573-2573 (2006)
商品
Arylboronic acids and esters, vital tools in chemical transformations, find extensive use, particularly in the Suzuki-Miyaura cross-coupling reaction.
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