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重要文件

417556

Sigma-Aldrich

4-氟苯硼酸

≥95%

同義詞:

4-氟苯硼酸, NSC 142683

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About This Item

線性公式:
FC6H4B(OH)2
CAS號碼:
分子量::
139.92
Beilstein:
2829653
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22
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品質等級

化驗

≥95%

形狀

powder

mp

262-265 °C (lit.)

官能基

fluoro

SMILES 字串

OB(O)c1ccc(F)cc1

InChI

1S/C6H6BFO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H

InChI 密鑰

LBUNNMJLXWQQBY-UHFFFAOYSA-N

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應用

4-氟基苯硼酸可用作反应物,参与四氟硼酸芳香重氮盐、[1] 碘鎓盐和碘烷的偶联反应。[2]它还被用于生产具有生物活性的新型三联苯。[3]

它也可作为反应物参与:
  • 使用微波和triton B催化剂的Suzuki偶联。[4]
  • Pd催化的吡唑与苯硼酸的直接芳基化反应。[5]
  • 钯纳米粒子催化的 Mizoroki-Heck 和 Suzuki-Miyaura 偶联反应。[6]
  • Cu催化的Petasis反应。[7]
  • 串联型Pd(II)催化的氧化Heck反应和分子内C-H酰胺化序列。[8]
  • 钌催化的直接芳基化。[9]
  • Rh催化的不对称耦合物加合。[10]
  • 无配体铜催化的硝基芳烃与芳基硼酸的偶联。[11]
  • 通过Suzuki-Miyaura和Sonogashira交叉偶联反应进行区域选择性芳基化和炔基化。[12]
  • 四溴噻吩的Suzuki交叉偶联。[13]
  • 腈的钯催化加成。[14]

其他說明

含不定量的酸酐

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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Robin Frauenlob et al.
The Journal of organic chemistry, 77(9), 4445-4449 (2012-04-13)
We have developed a copper-catalyzed process for the coupling of aldehydes, amines, and boronic acids. This allows greater reactivity with simple aryl boronic acids and allows coupling reactions to proceed that previously failed. Initial mechanistic studies support a process involving
Suk-Ku Kang et al.
The Journal of organic chemistry, 61(14), 4720-4724 (1996-07-12)
The palladium-catalyzed cross-coupling reaction of iodinanes (iodonium salts and iodanes) with organoboron compounds to form carbon-carbon bonds was achieved at ambient temperature under aqueous conditions in the absence of base. Coupling of phenylboronic acid with diphenyliodonium tetrafluoroborate in the presence
Microwave-enhanced triton B catalyzed Suzuki coupling reaction
Meshram, H. M.; et al.
Indian J. Chem. B, 51, 362-365 (2012)
J J Li et al.
Journal of medicinal chemistry, 39(9), 1846-1856 (1996-04-26)
A novel series of terphenyl methyl sulfones and sulfonamides have been shown to be highly potent and selective cyclooxygenase-2 (COX-2) inhibitors. The sulfonamide analogs 17 and 21 were found to be much more potent COX-2 inhibitors and orally active anti-inflammatory
Synthesis of tetraarylthiophenes by regioselective Suzuki cross-coupling reactions of tetrabromothiophene
Thanh Tuan Dang, et al.
Tetrahedron Letters, 48, 5, 845-847 (2007)

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