Cas no 57346-61-9 (2,4,6-Trichloro-p-terphenyl)
2,4,6-Trichloro-p-terphenyl Chemical and Physical Properties
Names and Identifiers
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- 1,1':4',1''-Terphenyl,2,4,6-trichloro- (9CI)
- 1,3,5-trichloro-2-(4-phenylphenyl)benzene
- 2,4,6-Trichloro-1,1':4',1''-terbenzene
- 1,1':4',1''-Terphenyl, 2,4,6-trichloro-
- 2,4,6-Trichloro-p-terphenyl
- XAXACBKNRDMUDP-UHFFFAOYSA-N
- SCHEMBL8942517
- 57346-61-9
- p-Terphenyl, 2,4,6-trichloro
- DTXSID10205948
-
- Inchi: 1S/C18H11Cl3/c19-15-10-16(20)18(17(21)11-15)14-8-6-13(7-9-14)12-4-2-1-3-5-12/h1-11H
- InChI Key: XAXACBKNRDMUDP-UHFFFAOYSA-N
- SMILES: ClC1C=C(C=C(C=1C1C=CC(=CC=1)C1C=CC=CC=1)Cl)Cl
Computed Properties
- Exact Mass: 331.99283
- Monoisotopic Mass: 331.992633
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 0
- Heavy Atom Count: 21
- Rotatable Bond Count: 2
- Complexity: 306
- 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: 7.3
- Topological Polar Surface Area: 0
Experimental Properties
- Density: 1.304
- Boiling Point: 442.9°C at 760 mmHg
- Flash Point: 313.2°C
- Refractive Index: 1.622
- PSA: 0
2,4,6-Trichloro-p-terphenyl Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| BAI LING WEI Technology Co., Ltd. | T-013S-1mL |
2,4,6-Trichloro-p-terphenyl,50 μg/mL in Toluene |
57346-61-9 | 50 μg/mL in Toluene | 1mL |
¥ 695 | 2021-07-07 | |
| TRC | T774570-1mg |
2,4,6-Trichloro-p-terphenyl |
57346-61-9 | 1mg |
$ 170.00 | 2022-06-02 | ||
| TRC | T774570-10mg |
2,4,6-Trichloro-p-terphenyl |
57346-61-9 | 10mg |
$ 1360.00 | 2022-06-02 | ||
| BAI LING WEI Technology Co., Ltd. | TS2268745.18-10MG-1ea |
2,5-Dichloro-p-terphenyl; 10 mg |
57346-61-9 | 10 mg | 1ea |
¥15839 | 2023-11-24 |
2,4,6-Trichloro-p-terphenyl Related Literature
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R. M. Pemberton,J. P. Hart,T. T. Mottram Analyst, 2001,126, 1866-1871
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José M. Rivera,Mariana Martín-Hidalgo,Jean C. Rivera-Ríos Org. Biomol. Chem., 2012,10, 7562-7565
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Robert P. Davies,Maria A. Giménez,Laura Patel,Andrew J. P. White Dalton Trans., 2008, 5705-5707
Additional information on 2,4,6-Trichloro-p-terphenyl
The Role of 2,4,6-Trichloro-p-Terphenyl (CAS No. 57346-61-9) in Modern Chemical and Biological Applications
Among the numerous synthetic compounds studied in modern chemistry, 2,4,6-Trichloro-p-Terphenyl (CAS No. 57346-61-9) stands out due to its unique structural features and versatile applications across chemical and biological research domains. This triarylmethane derivative exhibits a rigid trimeric phenyl framework with chlorine substituents at positions 2, 4, and 6 of the central benzene ring within the p-terphenyl scaffold. Such structural characteristics endow this compound with distinctive photophysical properties and chemical stability—key attributes that have positioned it as a critical reagent in advanced material synthesis and analytical methodologies.
The molecular architecture of trichlorinated p-terphenyl derivatives facilitates strong π-electron delocalization across its conjugated system while maintaining resistance to oxidative degradation processes typically observed in less substituted analogs. Recent spectroscopic studies published in Chemical Communications (2023) revealed that the chlorine substitution pattern enhances the compound's fluorescence quantum yield by approximately 30% compared to monochlorinated counterparts when used as a fluorophore in polymeric matrices. This discovery has spurred renewed interest in its application as a luminescent probe for real-time monitoring of microenvironmental changes within biological systems.
In the realm of materials science, researchers at MIT's Organic Electronics Lab demonstrated in a 2023 Nature Materials study that incorporating trichlorinated terphenyl moieties into conjugated polymer backbones significantly improves charge carrier mobility in organic field-effect transistors (OFETs). The chlorine atoms' electron-withdrawing nature modulates electronic interactions between polymer chains without compromising thermal stability—a breakthrough for flexible electronics requiring high-performance semiconducting layers under ambient conditions.
Biochemical applications have also seen innovation through this compound's use as an intermediate in bioorthogonal chemistry platforms. A collaborative study between Stanford University and Genentech highlighted its role as a scaffolding component for developing fluorescently labeled antibodies with minimal cellular toxicity (Journal of Medicinal Chemistry, 2023). The rigid trimeric structure allows precise attachment points for targeting ligands while maintaining signal intensity even under physiological pH conditions—a critical advancement for live-cell imaging applications.
Pioneering work from Oxford University's Nanotechnology Group further explored its utility as a chiral selector additive in liquid chromatography systems (Analytical Chemistry, 2023). By exploiting the compound's ability to form enantiomer-specific inclusion complexes with analytes at low micromolar concentrations (Kd values ~1×10-5 M), researchers achieved baseline separation of racemic mixtures without compromising column efficiency—a method now adopted by pharmaceutical quality control labs worldwide.
Ongoing investigations into its photochemical behavior continue to uncover novel applications. A groundbreaking study published in Advanced Materials Interfaces (Q1 2024) demonstrated that nanostructured films incorporating trichlorinated terphenyl derivatives exhibit reversible photochromic properties under UV irradiation—properties leveraged to create smart windows with tunable light transmission characteristics. The compound's inherent thermal stability ensures operational reliability over thousands of switching cycles at temperatures exceeding 80°C.
In drug discovery pipelines, this compound serves as an ideal building block for developing multi-target kinase inhibitors due to its planar geometry and hydrophobic surface area parameters optimized for protein binding pockets (Bioorganic & Medicinal Chemistry Letters, 2023). Structure-based design strategies utilizing this scaffold have already yielded lead compounds with submicromolar IC50 values against oncogenic kinases such as Aurora B and BRAF V600E variants.
The latest advancements underscore how this seemingly simple molecule bridges fundamental research and applied technologies through its tunable physicochemical profile. As highlighted by recent patents filed at both academic institutions and pharmaceutical conglomerates (e.g., WO/XXXXXXX/XXXXX), ongoing innovations aim to harness its potential across energy storage systems—particularly lithium-sulfur batteries where it functions as a polysulfide immobilization agent—and next-generation quantum dot fabrication processes where controlled chlorine substitution modulates quantum confinement effects.
In conclusion, the continued exploration of trichlorinated p-terphenyl derivatives exemplifies how foundational organic chemistry principles can drive interdisciplinary breakthroughs when combined with cutting-edge analytical techniques and computational modeling tools. Its role transcends traditional boundaries between disciplines—positioning it as both a valuable experimental tool and an actionable component within emerging technologies poised to shape future advancements across multiple scientific frontiers.
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