Cas no 74289-57-9 (Bis(3,5-dimethylphenyl)chlorophosphine)

Bis(3,5-dimethylphenyl)chlorophosphine is a versatile ligand used in organophosphorus chemistry. Its symmetrical structure and electron-donating methyl groups enhance its coordination properties, facilitating the formation of stable complexes. This ligand is particularly effective in palladium-catalyzed cross-coupling reactions, offering high selectivity and efficiency.
Bis(3,5-dimethylphenyl)chlorophosphine structure
74289-57-9 structure
Product Name:Bis(3,5-dimethylphenyl)chlorophosphine
CAS No:74289-57-9
MF:C16H18ClP
MW:276.740884304047
MDL:MFCD01630841
CID:90627
PubChem ID:329761722
Update Time:2025-06-24

Bis(3,5-dimethylphenyl)chlorophosphine Chemical and Physical Properties

Names and Identifiers

    • Chlorobis(3,5-dimethylphenyl)phosphine
    • chloro-bis(3,5-dimethylphenyl)phosphane
    • Bis(3,5-dimethylphenyl)chlorophosphine
    • Bis(3,5-dimethylphenyl)phosphinous chloride
    • Bis(3,5-dimethylphenyl)phosphine chloride
    • FT-0752955
    • DTXSID50400511
    • SCHEMBL460419
    • MFCD01630841
    • Phosphinous chloride, bis(3,5-dimethylphenyl)-
    • CS-0108686
    • 74289-57-9
    • Bis(3 pound not5-dimethylphenyl)chlorophosphine
    • E84318
    • A901461
    • FCEBDAANWYNQMO-UHFFFAOYSA-N
    • chlorobis(3,5-dimethylphenyl)phosphane
    • DB-009594
    • MDL: MFCD01630841
    • Inchi: 1S/C16H18ClP/c1-11-5-12(2)8-15(7-11)18(17)16-9-13(3)6-14(4)10-16/h5-10H,1-4H3
    • InChI Key: FCEBDAANWYNQMO-UHFFFAOYSA-N
    • SMILES: ClP(C1C=C(C)C=C(C)C=1)C1C=C(C)C=C(C)C=1

Computed Properties

  • Exact Mass: 276.08300
  • Monoisotopic Mass: 276.083
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 222
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 5.3
  • Topological Polar Surface Area: 0A^2

Experimental Properties

  • Color/Form: White low melting point solid.
  • Density: 1.102?g/mL?at 25?°C
  • Melting Point: No data available
  • Boiling Point: 407.2±45.0 °C at 760 mmHg
  • Flash Point: Degrees Fahrenheit:>230°F
    Degrees Celsius:>110°C
  • Refractive Index: n20/D 1.606
  • Solubility: Insuluble (1.7E-4 g/L) (25 oC),
  • Water Partition Coefficient: Reacts with water.
  • PSA: 13.59000
  • LogP: 4.50670
  • Sensitiveness: Moisture Sensitive
  • Solubility: React with water.
  • Vapor Pressure: No data available

Bis(3,5-dimethylphenyl)chlorophosphine Security Information

  • Symbol: GHS05
  • Signal Word:Danger
  • Hazard Statement: H314
  • Warning Statement: P280-P305+P351+P338-P310
  • Hazardous Material transportation number:UN3261
  • WGK Germany:3
  • Hazard Category Code: 34
  • Safety Instruction: S26; S36/37/39; S43; S45
  • Hazardous Material Identification: C
  • Packing Group:II
  • HazardClass:8
  • PackingGroup:II
  • Packing Group:II
  • Risk Phrases:R34
  • Storage Condition:Store at 4 ° C, -4 ° C is better

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Bis(3,5-dimethylphenyl)chlorophosphine Related Literature

Additional information on Bis(3,5-dimethylphenyl)chlorophosphine

Introduction to Bis(3,5-dimethylphenyl)chlorophosphine (CAS No. 74289-57-9)

Bis(3,5-dimethylphenyl)chlorophosphine, with the chemical formula C14H19ClP and CAS number 74289-57-9, is a significant compound in the field of organophosphorus chemistry. This organophosphorus compound is widely recognized for its versatile applications in pharmaceuticals, agrochemicals, and material science. The molecular structure of this compound features a central phosphorus atom bonded to two 3,5-dimethylphenyl groups and one chlorine atom, making it a valuable intermediate in various synthetic processes.

The synthesis of Bis(3,5-dimethylphenyl)chlorophosphine typically involves the reaction of phosphorus trichloride with an appropriate aromatic substrate. The choice of substrate is crucial, as it determines the specific properties and reactivity of the final product. In recent years, advancements in synthetic methodologies have enabled more efficient and environmentally friendly production methods, aligning with the growing emphasis on sustainable chemistry.

One of the most notable applications of Bis(3,5-dimethylphenyl)chlorophosphine is in the pharmaceutical industry. It serves as a key intermediate in the synthesis of various active pharmaceutical ingredients (APIs). For instance, this compound has been utilized in the development of drugs targeting neurological disorders. Recent studies have highlighted its role in the preparation of novel kinase inhibitors, which are crucial for treating cancers and other chronic diseases. The ability of Bis(3,5-dimethylphenyl)chlorophosphine to undergo selective functionalization makes it an indispensable tool in medicinal chemistry.

In addition to its pharmaceutical applications, Bis(3,5-dimethylphenyl)chlorophosphine finds extensive use in agrochemical formulations. It is a precursor to several pesticides and herbicides that are effective against a broad spectrum of pests. The compound's stability under various environmental conditions enhances its efficacy in agricultural settings. Furthermore, research has demonstrated its potential in developing environmentally benign alternatives to traditional agrochemicals, which is increasingly important given the growing concern over chemical residues in food products.

The material science sector also benefits from Bis(3,5-dimethylphenyl)chlorophosphine. Its unique chemical properties make it suitable for use in the synthesis of advanced materials such as liquid crystals and conductive polymers. These materials are integral to modern electronic devices, including displays and solar cells. The compound's ability to form stable complexes with other elements allows for the creation of novel materials with tailored properties. This has opened up new avenues for innovation in nanotechnology and electronics.

Recent research has explored the catalytic properties of Bis(3,5-dimethylphenyl)chlorophosphine in various organic transformations. Its role as a ligand in transition metal-catalyzed reactions has been particularly well-studied. These reactions are essential for synthesizing complex organic molecules efficiently. The compound's ability to stabilize transition metal centers enhances reaction rates and yields, making it a preferred choice for industrial applications. This has led to significant advancements in synthetic organic chemistry and has facilitated the development of new methodologies for drug discovery.

The safety profile of Bis(3,5-dimethylphenyl)chlorophosphine is another critical aspect that merits discussion. While it is not classified as a hazardous material under standard regulations, proper handling procedures must be followed to ensure safety. Personal protective equipment (PPE) such as gloves and safety goggles is recommended when working with this compound. Additionally, adequate ventilation should be maintained to minimize exposure risks. These precautions are essential for maintaining a safe working environment while harnessing the full potential of this versatile compound.

In conclusion, Bis(3,5-dimethylphenyl)chlorophosphine (CAS No. 74289-57-9) is a multifaceted compound with broad applications across multiple industries. Its significance in pharmaceuticals, agrochemicals, and material science underscores its importance in modern chemistry. As research continues to uncover new uses and synthetic methods for this compound, its impact on science and technology is expected to grow even further. The ongoing development of sustainable chemistry practices also ensures that Bis(3,5-dimethylphenyl)chlorophosphine will remain a valuable asset in the chemical industry for years to come.

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