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Merck

754242

Sigma-Aldrich

四羟基二硼

95%

别名:

BBA, 二硼酸

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1 G
$44.70
100 G
$988.00

About This Item

经验公式(希尔记法):
B2H4O4
CAS号:
分子量:
89.65
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

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质量水平

方案

95%

表单

solid

mp

>385 °C

SMILES字符串

OB(O)B(O)O

InChI

1S/B2H4O4/c3-1(4)2(5)6/h3-6H

InChI key

SKOWZLGOFVSKLB-UHFFFAOYSA-N

应用

Tetrahydroxydiboron(BBA)是一种有效的渗透剂,可用于低负载 Pd 和 Ni 催化剂负载的各种芳基和杂芳基底物。[1][2]

使用 BBA 作为试剂的其他反应:
  • 钯催化的乙烯基环丙烷、乙烯基氮杂环丙烷和乙酸烯丙酯底物的硼化。[3]
  • 促进简单烯烃和炔烃的催化转移氢化。[4]
  • 原位 N-氧化还原吡啶-N-氧化物的选择性还原剂。[5]
  • 作为 Miyaura borylation 的双(频哪醇合)二硼的替代物。[6]

象形图

Exclamation mark

警示用语:

Warning

危险分类

Acute Tox. 4 Inhalation - 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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Rapid and Selective in situ Reduction of Pyridine-N-oxides with Tetrahydroxydiboron.
Londregan A T
Synlett, 24(20), 2695-2700 (2013)
Scope of the Palladium-Catalyzed Aryl Borylation Utilizing Bis-Boronic Acid.
Molander GA, et al.
Journal of the American Chemical Society, 134, 11667-11673 (2012)
Scope of the Two-Step, One-Pot Palladium-Catalyzed Borylation/ Suzuki Cross-Coupling Reaction Utilizing Bis-Boronic Acid.
Molander GA, et al.
The Journal of Organic Chemistry, 77, 8678-8688 (2012)
Tetrahydroxydiboron-Mediated Palladium-Catalyzed Transfer Hydrogenation and Deuteriation of Alkenes and Alkynes Using Water as the Stoichiometric H or D Atom Donor.
Cummings S P, et al.
Journal of the American Chemical Society, 138(19), 6107-6110 (2016)
Development and Scale-up of an Efficient Miyaura Borylation Process Using Tetrahydroxydiboron.
Gurung S R, et al.
Organic Process Research & Development, 21(1), 65-74 (2016)

相关内容

The central theme of the Molander group's research is the development of new synthetic methods and their application to the synthesis of organic molecules.

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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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  2. 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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