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重要文件

594539

Sigma-Aldrich

4-甲氧羰基苯基硼酸

≥95%

同義詞:

4-硼苯甲酸甲酯

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About This Item

經驗公式(希爾表示法):
C8H9BO4
CAS號碼:
分子量::
179.97
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22
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化驗

≥95%

形狀

powder

mp

197-200 °C (lit.)

官能基

ester

SMILES 字串

COC(=O)c1ccc(cc1)B(O)O

InChI

1S/C8H9BO4/c1-13-8(10)6-2-4-7(5-3-6)9(11)12/h2-5,11-12H,1H3

InChI 密鑰

PQCXFUXRTRESBD-UHFFFAOYSA-N

應用

作为试剂用于以下反应
  • 串联型Pd(II)催化的氧化Heck反应和分子内C-H酰胺化序列[1]
  • 铜介导芳基硼酸与氟烷基碘的无连接有氧氟烷基化反应[2]
  • 芳基硼酸的一锅法积位硝化[3]
  • 铜催化硝化[4]
  • 环缩合和钯-膦催化的 Suzuki-Miyaura 偶联[5]


  • 试剂用于制备
  • 镍催化的芳香卤化物与芳基硼酸的 Suzuki-Miyaura 交叉偶联反应研究 [6]
  • 色烯酮及其缓激肽 B1 拮抗活性 [7]
  • 铂纳米颗粒@光活性金属 - 有机骨架通过协同光激发和电子注入产生有效的氢析出 [8]
  • 基于水杨酸盐的噻吩基苯甲酸作为大肠杆菌氨基肽氨肽酶抑制剂[9]

其他說明

含有不同量的酸酐

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

Eyeshields, Gloves, type N95 (US)


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分析證明 (COA)

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Synthesis and biological evaluation of salicylate-based compounds as a novel class of methionine aminopeptidase inhibitors
Wang, W-L.; Chai, S. C.; Ye, Q-Z.
Bioorganic & Medicinal Chemistry, 21, 7151-7154 (2011)
Cheng Wang et al.
Journal of the American Chemical Society, 134(17), 7211-7214 (2012-04-11)
Pt nanoparticles of 2-3 nm and 5-6 nm in diameter were loaded into stable, porous, and phosphorescent metal-organic frameworks (MOFs 1 and 2) built from [Ir(ppy)(2)(bpy)](+)-derived dicarboxylate ligands (L(1) and L(2)) and Zr(6)(μ(3)-O)(4)(μ(3)-OH)(4)(carboxylate)(12) secondary building units, via MOF-mediated photoreduction of
Chromenones as potent bradykinin B1 antagonists
Bryan, M. C.; et al.
Bioorganic & Medicinal Chemistry, 22, 619-622 (2012)
A Highly Practical and Reliable Nickel Catalyst for Suzuki-Miyaura Coupling of Aryl Halides
Zhao, Y-L.; et al.
Advanced Synthesis & Catalysis, 353, 2881-2881 (2011)
Daohong Yu et al.
The Journal of organic chemistry, 77(4), 1798-1804 (2012-01-31)
A selective palladium-catalyzed Suzuki-Miyaura coupling reaction of polyfluorophenyl oxazolines through ortho C-F activation is described. It was found that reactions with DPPF as the ligand occurred much faster than those with other ligands. A variety of arylboronic acids including challenging

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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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    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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