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Merck

439320

Sigma-Aldrich

4-三氟甲基苯基硼酸

≥95.0%

别名:

α,α,α-三氟-p-甲苯基硼酸, 4-(三氟甲基)苯硼酸

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1 G
$105.00
5 G
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About This Item

线性分子式:
CF3C6H4B(OH)2
分子量:
189.93
Beilstein:
3544189
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

$105.00


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方案

≥95.0%

mp

245-250 °C (lit.)

官能团

fluoro

SMILES字符串

OB(O)c1ccc(cc1)C(F)(F)F

InChI

1S/C7H6BF3O2/c9-7(10,11)5-1-3-6(4-2-5)8(12)13/h1-4,12-13H

InChI key

ALMFIOZYDASRRC-UHFFFAOYSA-N

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应用

4-三氟甲基苯基硼酸可用作以下物质的反应物:
  • 位点选择Suzuki-Miyaura交叉偶联反应[1]
  • 钯催化的直接芳基化反应[2]
  • 串联型Pd(II) 催化的氧化Heck反应和分子内C-H酰胺化序列[3]
  • 钌催化的直接芳基化[4]
  • 无配体铜催化的偶联反应[5]
  • 胺化和结合物加成反应[6]
  • 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[7]
  • 铑催化不对称1,4-加成反应[8]
  • 铜催化的硝化反应[9]
  • 区域选择性Suzuki-Miyaura偶联和串联钯催化的分子内氨基羰基化和环化[10]
  • 钯催化的烯丙醇的烯丙基化反应[11]
  • 以铜交换氟磷灰石为催化剂进行咪唑和胺的N-芳基化反应[12]

它也可作为反应物合成:
  • 可打印电子设备用噻唑衍生物[13]
  • 三联苯苯并咪唑类微管蛋白聚合抑制剂[14]
  • 芳基酮(通过与酰氯发生交叉偶联反应)[15]

其他说明

含有不定量的酸酐。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral

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

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其他客户在看

Viktor O Iaroshenko et al.
Organic & biomolecular chemistry, 10(15), 2955-2959 (2012-03-10)
A facile synthetic approach for the synthesis of 1,8-naphthyridine-4(1H)-one derivatives via a catalyst free and Pd-supported tandem amination sequence is developed and described. In a case of aliphatic amines reaction proceeds in a catalyst free mode, however anilines demand Pd-supported
Microwave-promoted cross-coupling of acid chlorides with arylboronic acids: a convenient method for preparing aromatic ketones
Viera Polackova, et al.
Tetrahedron, 62, 11675-11678 (2006)
M Lakshmi Kantam et al.
The Journal of organic chemistry, 71(25), 9522-9524 (2006-12-02)
N-Arylation of imidazoles and amines with arylboronic acids was accomplished with copper-exchanged fluorapatite (CuFAP) in methanol at room temperature. The products N-arylimidazoles and N-arylamines were isolated in good to excellent yields. A variety of arylboronic acids were converted to the
Palladium(0)-catalyzed direct cross-coupling reaction of allyl alcohols with aryl- and vinyl-boronic acids
Hirokazu Tsukamoto, et al.
Chemical Communications (Cambridge, England), 1200-1201 (2004)
Efficient synthesis of arylated coumarins by site-selective Suzuki-Miyaura cross-coupling reactions of the bis(triflate) of 4-methyl-5,7-dihydroxy-coumarin
Eleya, N.; et al.
Synlett, 23, 223-226 (2012)

Questions

1–2 of 2 Questions  
  1. 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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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    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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