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Merck

667234

Sigma-Aldrich

氯(五甲基环戊二烯基)(环辛二烯)钌(II)

别名:

Cp*RuCl(cod), (1,5-环辛二烯)(η5-五甲基环戊二烯)氯化钌, (1,5-环辛二烯)(五甲基环戊二烯)氯化钌, 1,5-环辛二烯,钌复合物

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About This Item

经验公式(希尔记法):
C18H27ClRu
CAS号:
分子量:
379.93
MDL编号:
UNSPSC代码:
12161600
PubChem化学物质编号:
NACRES:
NA.22
价格与库存信息目前不能提供

反应适用性

core: ruthenium
reagent type: catalyst

mp

143-147 °C

储存温度

−20°C

SMILES字符串

Cl[Ru].C1CC=CCCC=C1.C[C]2[C](C)[C](C)[C](C)[C]2C

InChI

1S/C10H15.C8H12.ClH.Ru/c1-6-7(2)9(4)10(5)8(6)3;1-2-4-6-8-7-5-3-1;;/h1-5H3;1-2,7-8H,3-6H2;1H;/q;;;+1/p-1/b;2-1-,8-7-;;

InChI key

MQMQNIQJGNBEMG-ONEVTFJLSA-M

应用

(1,5-环辛二烯)(五甲基环戊二烯)氯化钌是用于形成碳-碳和碳-杂原子键的均相催化剂。[1]
它可用于:
  • 催化炔基硼酸酯、炔丙醇和末端炔烃的环化三聚反应(cyclotrimerization)以形成芳基硼酸酯,芳基硼酸酯可进行钯(II)催化的羰基化反应以形成高度取代的苯酞。[2]
  • 催化降冰片烯和降冰片二烯与炔烃的C-C偶联以形成[2 + 2]环加成产物。[3]
  • 与2-二苯基膦基乙胺-叔丁醇钾结合形成一种可催化手性非外消旋醇快速消旋的三元催化剂体系。[4]
  • 合成具有磷基配体(如双膦胺)的新有机钌配合物[5]
  • 催化有机二硫化物和烯烃的加成反应生成二甲基二硫醚(vic-dithioether)。[6]

象形图

Flame

警示用语:

Danger

危险声明

预防措施声明

危险分类

Water-react 2

储存分类代码

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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[2+ 2] Cycloaddition of norbornenes with alkynes catalyzed by ruthenium complexes
Mitsudo T-A, et al.
Angewandte Chemie (International ed. in English), 33(5), 580-581 (1994)
First Transition-Metal Complex Catalyzed Addition of Organic Disulfides to Alkenes Enables the Rapid Synthesis of v icinal-Dithioethers
Kondo T, et al.
Journal of the American Chemical Society, 121(2), 482-483 (1999)
The versatility of molecular ruthenium catalyst RuCl(COD)(C5Me5)
D'erien S and Dixneuf PH
Journal of Organometallic Chemistry, 689(8), 1382-1392 (2004)
Cp*RuCl-catalyzed formal intermolecular cyclotrimerization of three unsymmetrical alkynes through a boron temporary tether: Regioselective four-component coupling synthesis of phthalides
Yamamoto Y, et al.
Journal of the American Chemical Society, 127(26), 9625-9631 (2005)
Ruthenium (II) chemistry of phosphorus-based ligands, Ph2PN(R)PPh2 (R= Me or Ph) and Ph2PN(Ph)P(E)Ph2 (E= S or Se). Solution thermochemical study of ligand substitution reactions in the Cp′ RuCl (COD)(Cp′= Cp, Cp*; COD= cyclooctadiene) system
Balakrishna MS, et al.
Journal of Organometallic Chemistry, 599(2), 159-165 (2000)

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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