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TCI

CAS 145926-28-9

[RuCl(p-cymene)((R)-binap)]Cl TCI R0146

[RuCl(p-cymene)((R)-binap)]Cl TCI R0146

Chemical Identity

CAS No.
145926-28-9
PubChem
CID 91972169·SID 253662307
Formula
C54H46Cl2P2Ru+
Molecular weight
928.9 g/mol
Purity
>90.0%(HPLC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
[1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane;1-methyl-4-propan-2-ylbenzene;ruthenium(3+);dichloride
SMILES
CC1=CC=C(C=C1)C(C)C.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8.[Cl-].[Cl-].[Ru+3]
InChIKey
MMAGOHNRINMYDK-UHFFFAOYSA-L
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TCI R0146 145926-28-9 [RuCl(p-cymene)((R)-binap)]Cl is a chiral catalyst used extensively in asymmetric synthesis. This compound plays a crucial role in chemical laboratories by enabling the selective formation of stereoisomers, which is essential for producing complex organic molecules with specific spatial arrangements. Its application is particularly important in research areas where precise control over molecular structure is required. This catalyst is widely used in both academic and industrial settings due to its versatility and effectiveness in promoting stereoselective reactions.

The compound is known for its high catalytic efficiency and exceptional stereoselectivity. Its unique structure, composed of ruthenium metal and the chiral ligand (R)-binap, allows for precise control over reaction pathways, leading to the formation of desired products with minimal byproducts. The stability of this material under various reaction conditions makes it a reliable choice for researchers aiming to achieve consistent results. Additionally, its ability to maintain activity over multiple reaction cycles enhances its practicality in laboratory workflows.

In Indonesian laboratories, this compound is highly relevant for research in organic chemistry and pharmacology. It is frequently used in the synthesis of biologically active compounds, including pharmaceuticals and agrochemicals. Its application supports the development of new drugs and the exploration of complex molecular structures. Many research institutions and universities in Indonesia rely on this material to advance their work in asymmetric synthesis and related fields.

Advantages (TCI brochure)

  • Reduces various olefins and functionalized ketones in high yields and high enantioselectivity
  • High turnover number

  • Asymmetric Synthesis: This catalyst is ideal for asymmetric reactions where precise control over stereochemistry is essential for producing enantiomerically pure compounds.
  • Pharmaceutical Research: It supports the development of new drugs by enabling the synthesis of chiral molecules with specific biological activities.
  • Organic Chemistry Studies: The compound is widely used in research involving complex organic transformations and stereocontrolled reactions.
  • Biologically Active Compound Synthesis: Its ability to produce stereoselective products makes it a key reagent in the creation of compounds with therapeutic potential.
  • Academic Research Projects: It is a valuable tool for students and researchers in Indonesia working on advanced chemical synthesis and catalytic processes.

From the TCI brochure

  • Asymmetric hydrogenation of a 2-chloro-substituted aryl methyl ketone (substrate drawn only) to the corresponding chiral secondary alcohol

Brand TCI
CAS number 145926-28-9
Molecular formula —
Purity —
Category Chemistry > Asymmetric Synthesis > Chiral Catalysts, Chiral Ligands, Chiral Reagents
Pack sizes Available in various quantities as per standard laboratory supply formats
Physical form Solid powder or liquid, depending on supplier packaging
Storage Store in a cool, dry place away from light and moisture

Data from the TCI brochure

Catalyst loading0.023 mol% (H2 (~ 30 atm), MeOH, 60 °C)
Kemasan200mg / 1g

Source: TCI brochure RR053 (2024-12-10)

This compound should be stored in a cool, dry environment, away from direct sunlight and moisture. It is recommended to use airtight containers to prevent exposure to air and humidity, which could affect its stability. Due to its chemical nature, it should be handled with appropriate personal protective equipment, such as gloves and safety goggles, to ensure laboratory safety. Proper ventilation is also advised when working with this material to minimize inhalation risks. It is important to follow standard laboratory protocols for handling sensitive chemical substances to maintain both the integrity of the compound and the safety of personnel.

References cited in the TCI brochure

  1. Vilas H. Rane. Homogeneous asymmetric hydrogenation ofo-chloroacetophenone to enantiomerically pureo-chloro-(1-phenyl)ethanol catalyzed by BINAP-Ru(II) complex Catalysis Letters, 1996. doi:10.1007/bf00811721