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Merck

479500

Sigma-Aldrich

1,2-双(二环己基膦基)乙烷

别名:

乙基二(二环己基), 1,2-乙烷二基[二环己基]膦

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1 G
$185.00
5 G
$693.00

About This Item

线性分子式:
(C6H11)2PCH2CH2P(C6H11)2
CAS号:
分子量:
422.61
MDL编号:
UNSPSC代码:
12352001
PubChem化学物质编号:
NACRES:
NA.22

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表单

solid

质量水平

反应适用性

reagent type: ligand
reaction type: Decarboxylations

reagent type: ligand
reaction type: Negishi Coupling

reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

92.5-96.5 °C (lit.)

官能团

phosphine

SMILES字符串

C1CCC(CC1)P(CCP(C2CCCCC2)C3CCCCC3)C4CCCCC4

InChI

1S/C26H48P2/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h23-26H,1-22H2

InChI key

BOUYBUIVMHNXQB-UHFFFAOYSA-N

应用

1,2-双(二环己基膦基)乙烷可以作为配体,用于:
  • Pd催化偶氮和芳香酯脱羧基 C-H 偶联。[1]
  • 镍催化芳基氟化物与伯胺的交联反应。[2]

反应物可参与:
  • 研究聚合过程中基于配体的空间效应的作用
  • 用作亚胺加氢催化剂的亚硝酰基钼配合物的合成
  • 可转换的 C-N-结合的异构体的不可逆的热键异构化
  • 螯合将反式复合物转化为顺式复合物

铱三嵌段配合物的前体和取代基对硼酸化反应的影响

钯(II)配合物的配体催化的加氢反应

象形图

CorrosionExclamation mark

警示用语:

Danger

危险分类

Aquatic Chronic 4 - Eye Dam. 1 - 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)

>230.0 °F - closed cup

闪点(°C)

> 110 °C - closed cup

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Pd-Catalyzed Decarbonylative C- H Coupling of Azoles and Aromatic Esters.
Matsushita K, et al.
Chemistry - An Asian Journal (2018)
Nickel-catalyzed amination of aryl fluorides with primary amines.
Harada T, et al.
Chemical Communications (Cambridge, England), 54(14), 1718-1721 (2018)
Helen Larson et al.
The Journal of organic chemistry, 84(20), 13092-13103 (2019-09-25)
This manuscript details the development of the nickel-catalyzed arylation of oxazoles and benzoxazoles with aryl halides. A series of aryl, heteroaryl, and druglike electrophiles relevant to pharmaceutical applications were surveyed. The desired arylated products were obtained in synthetically useful yields

Questions

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  1. 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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  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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