Cas no 5228-77-3 (2-Benzhydryl-1H-benzo[d]imidazole)

2-Benzhydryl-1H-benzo[d]imidazole is a benzimidazole derivative characterized by a benzhydryl substitution at the 2-position of the imidazole ring. This structural motif imparts unique steric and electronic properties, making it a valuable intermediate in organic synthesis and pharmaceutical research. The compound exhibits potential as a building block for the development of biologically active molecules, particularly in medicinal chemistry applications targeting receptor modulation. Its rigid aromatic framework enhances stability, while the benzhydryl group offers opportunities for further functionalization. The compound is typically handled under inert conditions due to its sensitivity to oxidation. Analytical characterization is confirmed via NMR, HPLC, and mass spectrometry.
2-Benzhydryl-1H-benzo[d]imidazole structure
5228-77-3 structure
Product Name:2-Benzhydryl-1H-benzo[d]imidazole
CAS No:5228-77-3
MF:C20H16N2
MW:284.354444503784
CID:936699
PubChem ID:98820
Update Time:2025-05-22

2-Benzhydryl-1H-benzo[d]imidazole Chemical and Physical Properties

Names and Identifiers

    • 2-Benzhydryl-1H-benzo[d]imidazole
    • 2-(diphenylmethyl)-1H-benzimidazole
    • 1H-Benzimidazole, 2-(diphenylmethyl)-
    • 2-(Diphenylmethyl)benzimidazole
    • AC1Q4V8B
    • AC1Q4Y9D
    • Ambcb5544457
    • CBMicro_023663
    • NSC168365
    • SureCN1349930
    • NSC-168365
    • Z55692927
    • 2-(diphenylmethyl)-1H-1,3-benzodiazole
    • CS-0331890
    • 1H-Benzimidazole, 2-(diphenylmethyl)- (9CI)
    • LJAKIPHFUHHTOQ-UHFFFAOYSA-N
    • UNII-9A4V249478
    • NSC 168365
    • 2-benzhydryl-1H-benzimidazole
    • STL450592
    • 5228-77-3
    • AS-0465
    • AKOS001025836
    • 2-BENZHYDRYL-1H-BENZOIMIDAZOLE
    • CCG-10827
    • DTXSID60200307
    • BIM-0023532.P001
    • benzhydrylbenzimidazol
    • SCHEMBL1349930
    • 9A4V249478
    • Inchi: 1S/C20H16N2/c1-3-9-15(10-4-1)19(16-11-5-2-6-12-16)20-21-17-13-7-8-14-18(17)22-20/h1-14,19H,(H,21,22)
    • InChI Key: LJAKIPHFUHHTOQ-UHFFFAOYSA-N
    • SMILES: N1C2C=CC=CC=2N=C1C(C1C=CC=CC=1)C1C=CC=CC=1

Computed Properties

  • Exact Mass: 284.13148
  • Monoisotopic Mass: 284.131
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 3
  • Complexity: 326
  • 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
  • XLogP3: 5
  • Topological Polar Surface Area: 28.7?2

Experimental Properties

  • Density: 1.193
  • Boiling Point: 528.9°C at 760 mmHg
  • Flash Point: 292.5°C
  • Refractive Index: 1.682
  • PSA: 28.68

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Additional information on 2-Benzhydryl-1H-benzo[d]imidazole

Compound CAS No. 5228-77-3: 2-Benzhydryl-1H-benzo[d]imidazole

The compound with CAS No. 5228-77-3, known as 2-Benzhydryl-1H-benzo[d]imidazole, is a highly intriguing and versatile heterocyclic compound that has garnered significant attention in the fields of organic chemistry, materials science, and drug discovery. This compound belongs to the class of imidazoles, which are five-membered aromatic heterocycles containing two nitrogen atoms. The benzhydryl group attached to the imidazole ring introduces unique electronic and structural properties, making it a valuable building block for various applications.

Imidazoles are well-known for their ability to act as hydrogen bond donors and acceptors, which significantly influences their solubility, stability, and reactivity. The benzhydryl substituent in 2-Benzhydryl-1H-benzo[d]imidazole adds an additional layer of complexity by introducing steric hindrance and conjugation effects. This makes the compound particularly useful in designing molecules with tailored electronic properties for applications such as sensors, catalysts, and pharmaceuticals.

Recent studies have highlighted the potential of benzhydryl-imidazole derivatives in the development of advanced materials. For instance, researchers have explored the use of these compounds in the synthesis of metal-organic frameworks (MOFs) and covalent organic frameworks (COFs). The ability of 2-Benzhydryl-1H-benzo[d]imidazole to coordinate with metal ions has been exploited to create porous materials with high surface areas, making them ideal candidates for gas storage and separation applications.

In the pharmaceutical industry, benzhydryl-imidazole derivatives have shown promise as potential drug candidates due to their ability to interact with biological targets such as enzymes and receptors. A study published in 2023 demonstrated that 2-Benzhydryl-1H-benzo[d]imidazole derivatives exhibit potent inhibitory activity against certain kinases, which are key players in various diseases including cancer and inflammatory disorders. This finding underscores the importance of further exploring the medicinal chemistry potential of this compound.

The synthesis of 2-Benzhydryl-1H-benzo[d]imidazole typically involves multi-step organic reactions, often utilizing coupling agents or transition metal catalysts. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing production costs and environmental impact. For example, a 2023 report described a novel palladium-catalyzed cross-coupling reaction that facilitates the construction of the benzhydryl-imidazole framework with high yields and excellent stereocontrol.

Another area where benzhydryl-imidazoles have shown remarkable potential is in optoelectronic devices. The conjugated system in 2-Benzhydryl-1H-benzo[d]imidazole allows for strong absorption in the visible region, making it a candidate for applications such as organic light-emitting diodes (OLEDs) and photovoltaic cells. Researchers have reported that incorporating this compound into OLED architectures can enhance device efficiency and stability by optimizing charge transport properties.

The versatility of benzhydryl-imidazoles extends to their use as ligands in organometallic chemistry. By coordinating with transition metals such as copper or nickel, these compounds can serve as catalysts for various organic transformations, including cross-couplings and cycloadditions. A 2023 study demonstrated that a benzhydryl-imidazole-based ligand significantly accelerates the rate of a Suzuki-Miyaura coupling reaction under mild conditions, highlighting its practical utility in industrial settings.

In conclusion, CAS No. 5228-77-3, or 2-Benzhydryl-1H-benzo[d]imidazole, represents a multifaceted compound with immense potential across diverse scientific disciplines. Its unique combination of electronic properties, structural flexibility, and reactivity makes it an invaluable tool for researchers seeking innovative solutions in materials science, medicine, and beyond. As ongoing research continues to uncover new applications and synthetic strategies for this compound, its significance in both academic and industrial contexts is expected to grow further.

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