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重要文件

436836

Sigma-Aldrich

2-噻吩硼酸

≥95.0%

同義詞:

2-噻吩硼酸, 噻吩-2-硼酸

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About This Item

經驗公式(希爾表示法):
C4H5BO2S
CAS號碼:
分子量::
127.96
Beilstein:
112375
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

化驗

≥95.0%

形狀

solid

mp

138-140 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

OB(O)c1cccs1

InChI

1S/C4H5BO2S/c6-5(7)4-2-1-3-8-4/h1-3,6-7H

InChI 密鑰

ARYHTUPFQTUBBG-UHFFFAOYSA-N

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應用

用作以下反应的试剂
  • 钯催化的Suzuki-Miyaura交叉偶联
  • 烷基化、硼酸化、偶联反应、Suzuki偶联和芴基溴化物的卤化
  • 耦合交替共聚物的链增长催化剂转移缩聚反应
  • 生成富勒烯基硼酸酯的高氯酸铁催化富勒烯反应
  • 无配体的Suzuki、Sonogashira和Heck交叉偶联反应
  • 铜催化的硝化反应
  • 几何松弛引起的在红色发光硼二甲基甲烷(BODIPY)中的大斯托克位移及其在荧光硫醇探针中的应用

用作以下制备反应的试剂
  • 含氧多环芳基三联苯的光物理属性
  • 通过N-烷基化、Suzuki偶联和溴化的供体-受体型聚合物的供体单元
  • 基于氨基吡啶的有丝分裂激酶Nek2抑制剂,在癌症肿瘤中具有潜在的抗增殖作用

其他說明

含有不定量的酸酐

象形圖

Exclamation mark

訊號詞

Warning

危險分類

Acute Tox. 4 Oral - 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

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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分析證明 (COA)

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Brett VanVeller et al.
Journal of the American Chemical Society, 134(17), 7282-7285 (2012-04-19)
The cyclization and planarization of polycyclic aromatic hydrocarbons with concomitant oxygen substitution was achieved through acid catalyzed transetherification and oxygen-radical reactions. The triptycene scaffold enforces proximity of the alcohol and arene reacting partners and confers significant rigidity to the resulting
Paolo Innocenti et al.
Journal of medicinal chemistry, 55(7), 3228-3241 (2012-03-13)
We report herein a series of Nek2 inhibitors based on an aminopyridine scaffold. These compounds have been designed by combining key elements of two previously discovered chemical series. Structure based design led to aminopyridine (R)-21, a potent and selective inhibitor
Man-Wah Tsang et al.
Biotechnology journal, 11(2), 257-265 (2015-08-08)
Rapid emergence of class C β-lactamases has urged an immediate need for developing class C β-lactamase specific inhibitors for effective clinical treatment. To facilitate the development of effective class C β-lactamase inhibitors, we propose a new approach for a rapid
Yinghui Chen et al.
The Journal of organic chemistry, 77(5), 2192-2206 (2012-02-10)
2-Thienyl and 2,6-bisthienyl BODIPY derivatives (BS-SS and BS-DS) were prepared that show intense absorption (ε = 65000 M(-1) cm(-1) at 507 nm) and a large Stokes shift (96 nm) vs the small Stokes shift of typical BODIPY (<15 nm). Control
Guo-Ping Lu et al.
The Journal of organic chemistry, 77(8), 3700-3703 (2012-04-07)
The ligands associated with various Pd catalysts play a crucial role in determining the stereochemistry of cross-couplings between boronic acids and Z-alkenyl halides. A ligand on palladium has been found that leads to the desired products under mild conditions and

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