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Merck

518751

Sigma-Aldrich

4-氨基苯基硼酸频哪醇酯

97%

别名:

4-(4,4,5,5-四甲基-1,3,2-二氧杂硼烷-2-基)苯胺, 4-氨基苯基硼酸频哪醇环酯

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About This Item

经验公式(希尔记法):
C12H18BNO2
分子量:
219.09
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

化驗

97%

mp

165-169 °C (lit.)

SMILES 字串

CC1(C)OB(OC1(C)C)c2ccc(N)cc2

InChI

1S/C12H18BNO2/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8H,14H2,1-4H3

InChI 密鑰

ZANPJXNYBVVNSD-UHFFFAOYSA-N

應用

4-氨基苯硼酸频哪醇酯可用作反应物制备:
  • 通过与碘代色酮进行钯催化的Suzuki-Miyaura交叉偶联反应制备取代3-苯基-4H-1-苯并吡喃-4-酮。
  • 利用基于从五醌到罗丹明通过键的能量转移的荧光指示剂、通过荧光测定法检测汞(II)。
  • 铑催化的胺化反应。
  • 钯催化的Suzuki交叉偶联以合成潜在的抗结核和抗微生物化合物。

它也可用于制备:
  • 六苯基苯衍生物,作为一种潜在的生物探针和多通道键盘系统
  • 基于均苯四甲酸二酰亚胺的聚合物,作为溶液可处理的n-通道场效应晶体管的基质
  • 低聚亚芳基和萘双酰亚胺,作为低带隙半导体的替代共聚物,具有电化学和光谱电化学行为
  • γ用于治疗淀粉样蛋白β形成的分泌酶调节剂

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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Aminothiazoles as γ-secretase modulators
Luebbers, T.; et al.
Bioorganic & Medicinal Chemistry Letters, 21, 6554-6558 (2012)
Vandana Bhalla et al.
Organic letters, 14(4), 1012-1015 (2012-01-28)
Zinc ensemble of hexaphenylbenzene derivative 3 exhibits sensitive response toward adenosine monophosphate (AMP) and H(2)PO(4)(-) ions. Further, the application of derivative 3 as a multichannel molecular keypad could be realized in the presence of inputs of Zn(2+) ions, H(2)PO(4)(-) ions
Synthesis and Characterization of a Pyromellitic Diimide-Based Polymer with C- and N-Main Chain Links: Matrix for Solution-Processable n-Channel Field-Effect Transistors
Kola, S.; et al.
ACS Macro Letters, 1, 136-140 (2012)
David A Vasselin et al.
Journal of medicinal chemistry, 49(13), 3973-3981 (2006-06-23)
A new series of fluoro-, methoxyl-, and amino-substituted isoflavones have been synthesized as potential antitumor agents based on structural similarities to known flavones and isoflavones (quercetin and genistein respectively) and antitumor 2-phenylbenzothiazoles. Target compounds were synthesized using palladium-catalyzed coupling methodologies
Michael König et al.
Tetrahedron, 67(23), 4243-4252 (2011-07-16)
The palladium-catalyzed Suzuki-Miyaura cross-coupling reaction has been investigated on meso-substituted trans-A(2)B-corrole using tailored Pd-catalyst systems.We present the first examples of Suzuki-Miyaura cross-coupling reactions on meso-substituted trans-A(2)B-corrole derivatives with neutral, sterically hindered, inactivated and heteroaromatic boronic acids and esters, alkenylboronic acids

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The synthesis of biaryl compounds via the Suzuki coupling reaction has become more commonplace now that many arylboronic acids are readily available. We are pleased to offer arylboronic acid pinacol esters4 as part of a growing line of products used in the Suzuki coupling reaction.

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