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Sigma-Aldrich

Carbonylchlorohydridotris(triphenylphosphine)ruthenium(II)

Synonym(s):

Carbonylchlorohydrotris(triphenylphosphine)ruthenium

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About This Item

Linear Formula:
[(C6H5)3P]3Ru(CO)(Cl)H
CAS Number:
Molecular Weight:
952.40
EC Number:
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

reaction suitability

core: ruthenium
reagent type: catalyst

mp

204-206 °C (dec.) (lit.)

SMILES string

Cl[Ru].[C-]#[O+].c1ccc(cc1)P(c2ccccc2)c3ccccc3.c4ccc(cc4)P(c5ccccc5)c6ccccc6.c7ccc(cc7)P(c8ccccc8)c9ccccc9

InChI

1S/3C18H15P.CO.ClH.Ru/c3*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-2;;/h3*1-15H;;1H;/q;;;;;+1/p-1

InChI key

MVJRXTSUBHUUPN-UHFFFAOYSA-M

General description

Carbonylchlorohydridotris(triphenylphosphine)ruthenium(II) is a coordination compound commonly used as a catalyst in organic synthesis reactions such as hydrogenation, transfer hydrogenative C-C bond-forming reactions, transfer hydrogenation, and α-alkylation of ketones with primary alcohols. In addition, it is used as a precursor of pincer ruthenium carbonyl catalysts for hydrogenation.[1]

Application

  • Carbonylchlorohydridotris(triphenylphosphine)ruthenium(II): This ruthenium complex is used as a versatile catalyst for various reactions including hydrogenation, transfer hydrogenation, C-C bond-forming reactions, α-alkylation of ketones with primary alcohols, and as a precursor for pincer ruthenium carbonyl catalysts for hydrogenation. The complex is noted for its physical properties, such as decomposing above its melting point (204-206°C), and its solubility characteristics. It is very insoluble in water, ethanol, and DMSO, sparingly soluble in benzene and acetone, and slightly soluble in chloroform (Kuriyama, 2001).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Carbonylchlorohydridotris (triphenylphosphine) ruthenium (II)
Kuriyama W
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 1-7 (2001)

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  1. 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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  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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