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)
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)
Bis (pinacolato) diboron
Ishiyama T, et al.
Organic Syntheses, 77(2), 176-185 (2000)
Iridium-catalyzed C-H coupling reaction of heteroaromatic compounds with bis (pinacolato) diboron: regioselective synthesis of heteroarylboronates
Takagi J, et al.
Tetrahedron Letters, 43(32), 5649-5651 (2002)
Haipeng Diao et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 196, 274-280 (2018-02-22)
A conjugated polymer probe comprised of fluorene, quinolone and benzothiazole units was designed and synthesized by the Suzuki coupling reaction. Through the studies of photophysical and thermal properties, the polymer displays blue-emitting feature and good thermal stability. A ratiometric fluorescence
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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