447399-94-2

Basic information

• Product Name: [4-(2,2':6',2''-TERPYRIDIN-4'-YL)PHENYL]METHANOL
• Synonyms: [4-(2,2':6',2''-TERPYRIDIN-4'-YL)PHENYL]METHANOL
• CAS NO: 447399-94-2
• Molecular Formula: C₂₂H₁₇N₃O
• Molecular Weight: 339.39
• Mol File: 447399-94-2.mol

Chemical Properties

• Boiling Point: 535.9 °C at 760 mmHg
• Flash Point: 277.9 °C
• Appearance: /
• Density: 1.217 g/cm³
• CAS DataBase Reference: [4-(2,2':6',2''-TERPYRIDIN-4'-YL)PHENYL]METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(2,2':6',2''-TERPYRIDIN-4'-YL)PHENYL]METHANOL(447399-94-2)
• EPA Substance Registry System: [4-(2,2':6',2''-TERPYRIDIN-4'-YL)PHENYL]METHANOL(447399-94-2)

Safety Data

• Hazardous Substances Data: 447399-94-2(Hazardous Substances Data)

Usage

Uses

Used in Supramolecular Chemistry:
[4-(2,2':6',2''-TERPYRIDIN-4'-YL)PHENYL]METHANOL is used as a versatile binding site for metal ions in supramolecular chemistry. Its terpyridine functional group allows for the formation of stable complexes with metal ions, which can be utilized in the development of new materials and systems.
Used in Optoelectronic Devices and Sensors:
[4-(2,2':6',2''-TERPYRIDIN-4'-YL)PHENYL]METHANOL is used as a component in the design of new materials for optoelectronic devices and sensors. Its unique molecular structure and properties make it a valuable candidate for enhancing the performance of these devices.
Used in Organic Synthesis:
[4-(2,2':6',2''-TERPYRIDIN-4'-YL)PHENYL]METHANOL is used as a valuable intermediate in the synthesis of complex molecules and polymers. Its phenolic group enables it to participate in various organic reactions, making it a useful building block for the development of novel compounds and materials.
Used in Pharmaceutical Industry:
[4-(2,2':6',2''-TERPYRIDIN-4'-YL)PHENYL]METHANOL is used as a potential candidate for drug development in the pharmaceutical industry. Its unique molecular structure and properties may offer new opportunities for the creation of innovative therapeutic agents.
Used in Catalyst Design:
[4-(2,2':6',2''-TERPYRIDIN-4'-YL)PHENYL]METHANOL is used as a component in the design of new catalysts for various chemical reactions. Its terpyridine functional group can interact with metal ions, making it a promising candidate for the development of efficient and selective catalysts.

Upstream product

• 623-27-8 terephthalaldehyde, 
• 1122-62-9 2-acetylpyridine 
• 52010-97-6 4-(hydroxylmethyl)benzaldehyde 

Downstream Products

• 138253-30-2 4'-(4-formylphenyl)-[2,2':6',2'']terpyridine 
• 1286784-29-9 trichloro(4′-(4-hydroxymethylphenyl)-2,2′:6′2′′-terpyridine)iridium(III) 
• 1261168-40-4 C₅₀H₄₄N₄O₅ 
• 1032235-43-0 4'-(4-methacryloyloxymethylphenyl)-2,2':6',2''-terpyridine 
• 1032235-45-2 4'-(4-acryloyloxymethylphenyl)-2,2':6',2''-terpyridine 

Relevant articles and documents

The effect of pore size and layer number of metal-porphyrin coordination nanosheets on sensing DNA

Metal-organic framework (MOF) nanosheets are a new type of two-dimensional nanomaterial. Their properties and performances are expected to correlate strongly with the sheet structure, particularly the number of layers (sheet thickness). Yet, synthetically controlling the layer number at the molecular scale is highly difficult. Herein, a facile method is introduced to fabricate substrate-supported MOF nanosheets with precisely controllable layer numbers, using the Langmuir-Blodgett technique. Large-area, porous, and uniform MOF nanosheets, based on 5,10,15,20-tetrakis[4′-(terpyridinyl)phenyl]porphyrin-cobalt(ii) (Co-TTPP) coordination polymer, were constructed and characterized in detail by atomic force microscopy, transmission electron microscopy, energy dispersive spectroscopy, powder X-ray diffraction, X-ray photoelectron spectroscopy, and a photoelectronic conversion technique. As a prototype sensor device, a series of substrate-supported Co-TTPP nanosheets was further investigated for the fluorescence detection of DNA towards rapid clinical diagnosis. The ten-layer Co-TTPP nanosheet exhibits an impressive performance with a very low detection limit of ca. 0.1 nM, outstanding specificity, and multiplexed DNA detection, comparable to some top-notch free-standing nanomaterial sensors. Importantly, our results also revealed the synergistic contributions of suitable pore size and optimal layer number of the Co-TTPP nanosheet for highly efficient DNA detection for the first time.

Optimising the synthesis, polymer membrane encapsulation and photoreduction performance of Ru(II)- and Ir(III)-bis(terpyridine) cytochrome c bioconjugates

Ruthenium(ii) and iridium(iii) bis(terpyridine) complexes were prepared with maleimide functionalities in order to site-specifically modify yeast iso-1 cytochrome c possessing a single cysteine residue available for modification (CYS102). Single X-ray crystal structures were solved for aniline and maleimide Ru(ii) 3 and Ru(ii) 4, respectively, providing detailed structural detail of the complexes. Light-activated bioconjugates prepared from Ru(ii) 4 in the presence of tris(2-carboxyethyl)-phosphine (TCEP) significantly improved yields from 6% to 27%. Photoinduced electron transfer studies of Ru(ii)-cyt c in bulk solution and polymer membrane encapsulated specimens were performed using EDTA as a sacrificial electron donor. It was found that membrane encapsulation of Ru(ii)-cyt c in PS140-b-PAA48 resulted in a quantum efficiency of 1.1 ± 0.3 × 10-3, which was a two-fold increase relative to the bulk. Moreover, Ir(iii)-cyt c bioconjugates showed a quantum efficiency of 3.8 ± 1.9 × 10-1, equivalent to a ～640-fold increase relative to bulk Ru(ii)-cyt c.

Synthesis and luminescence properties of iridium(III) azideand triazole-bisterpyridine complexes

We describe here the synthesis of azide-functionalised iridium(III) bisterpyridines using the "chemistry on the complex" strategy. The resulting azide-complexes are then used in the copper(I)-catalysed azide-alkyne Huisgen 1,3-dipolar cycloaddition "click

A green and straightforward synthesis of 4′-substituted terpyridines

A set of 4′-substituted 2,2′:6′,2″-terpyridines has been synthesized in a one-pot procedure under environmentally friendly reaction conditions using PEG and aqueous ammonia as solvents. This procedure features a short synthetic route, short reaction times, easy work-up, and good yields in comparison to conventional methods. The crystallographic data reveal the influence of the 4′-aryl substituent on the molecular structure and π-stacking behavior of the respective terpyridines. Georg Thieme Verlag Stuttgart.