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TCI

CAS 161265-03-8

4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene TCI B2709

4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene TCI B2709

Chemical Identity

CAS No.
161265-03-8
PubChem
CID 636044·SID 87558605
Formula
C39H32OP2
Molecular weight
578.6 g/mol
Purity
>98.0%(GC)
Reference databases
ChemSpider·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(5-diphenylphosphanyl-9,9-dimethylxanthen-4-yl)-diphenylphosphane
SMILES
CC1(C2=C(C(=CC=C2)P(C3=CC=CC=C3)C4=CC=CC=C4)OC5=C1C=CC=C5P(C6=CC=CC=C6)C7=CC=CC=C7)C
InChIKey
CXNIUSPIQKWYAI-UHFFFAOYSA-N
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4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene is a chemical compound widely used as a catalyst in various organic reactions, particularly in cross-coupling processes. This compound plays a crucial role in accelerating chemical reactions without being consumed in the final product. Its unique molecular structure enables it to interact effectively with transition metals, making it a valuable tool in synthetic chemistry. In laboratory settings, it is essential for promoting reactions that require precise control over reaction conditions and efficiency.

The compound’s stability and effectiveness make it a preferred choice for researchers and chemists. Its molecular structure, featuring two diphenylphosphino groups, enhances its catalytic properties and allows it to function efficiently in a range of reaction environments. The compound’s ability to maintain its activity under various reaction conditions ensures consistent results, which is critical in both academic and industrial research. Its high stability also reduces the risk of degradation during storage and use, making it a reliable option for long-term experiments.

In Indonesian laboratories, 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene is commonly used in organic chemistry research and molecular synthesis. It is particularly favored for its role in facilitating complex reactions such as Suzuki-Miyaura and Heck reactions. Its application in these contexts highlights its importance in advancing chemical synthesis and innovation within the scientific community in Indonesia.

TCI brochures (PDF)

  • Cross-Coupling Reactions: This compound is ideal for cross-coupling reactions due to its ability to activate transition metals, enhancing reaction efficiency and selectivity.
  • Organic Synthesis: It is widely used in organic synthesis to facilitate the formation of complex molecules with high precision and control.
  • Catalytic Processes: Its catalytic properties make it suitable for various catalytic processes that require stable and efficient catalysts.
  • Transition Metal Complex Formation: The compound's structure allows it to form stable complexes with transition metals, which is essential for many catalytic mechanisms.
  • Research and Development: It is a key component in R&D settings where consistent and reliable catalytic performance is required.

From the TCI brochure

  • Ligand used with Pd(OAc)2 in the T3121 carbonylation scheme

Brand TCI
CAS number 161265-03-8
Molecular formula —
Purity —
Category Chemistry > Catalysis and Inorganic Chemistry > Cross-Coupling [Catalysis]
Pack sizes Available in various quantities as per supplier specifications
Physical form Solid, typically in powder or crystalline form
Storage Store in a cool, dry place away from moisture and direct sunlight

This compound should be stored in a cool, dry environment to maintain its stability and effectiveness. It is recommended to use airtight containers to prevent exposure to moisture and air, which can degrade its properties. Proper labeling of containers is essential to ensure safe handling and prevent accidental use. Due to its chemical nature, it should be kept away from incompatible substances such as strong oxidizers. Laboratory personnel should wear appropriate personal protective equipment when handling the compound. Regular monitoring of storage conditions is advised to ensure optimal performance and safety in the laboratory setting.

References cited in the TCI brochure

  1. Tsuyoshi Ueda. Trichlorophenyl Formate: Highly Reactive and Easily Accessible Crystalline CO Surrogate for Palladium-Catalyzed Carbonylation of Aryl/Alkenyl Halides and Triflates Organic Letters, 2012. doi:10.1021/ol302593z
  2. . Pd-Catalyzed External-CO-Free Carbonylation: Preparation of 2,4,6-Trichlorophenyl 3,4-Dihydronaphthalene-2-Carboxylate Organic Syntheses, 2014. doi:10.15227/orgsyn.091.0039