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417556

Sigma-Aldrich

4-氟苯硼酸

≥95%

别名:

4-氟苯硼酸, NSC 142683

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1 G
$51.90
5 G
$107.00
25 G
$165.00

About This Item

线性分子式:
FC6H4B(OH)2
CAS号:
1765-93-1
分子量:
139.92
Beilstein:
2829653
MDL编号:
MFCD00039136
UNSPSC代码:
12352103
PubChem化学物质编号:
24866160
NACRES:
NA.22

$51.90

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质量水平

100

方案

≥95%

表单

powder

mp

262-265 °C (lit.)

官能团

fluoro

SMILES字符串

OB(O)c1ccc(F)cc1

InChI

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

InChI key

LBUNNMJLXWQQBY-UHFFFAOYSA-N

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应用

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]

其他说明

含不定量的酸酐

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险分类

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SHBQ2160
05302MH
05402MH
03122KH
04214CH

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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
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
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
Yuvraj Satkar et al.
Frontiers in chemistry, 8, 563470-563470 (2020-11-17)
The chemoselective reaction of the C- followed by the O-centered naphthyl radicals with the more electron-deficient hypervalent bond of the diaryliodonium(III) salts is described. This discovered reactivity constitutes a new activation mode of the diaryliodonium(III) salts which enabled a one-pot
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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