166827-53-8

Basic information

• Product Name: (E,E)-4,4'-Bis[2-(4-methoxyphenyl)ethenyl]-2,2'-bipyridine
• Synonyms: (E,E)-4,4'-Bis[2-(4-methoxyphenyl)ethenyl]-2,2'-bipyridine;4,4'-bis((E)-4-methoxystyryl)-2,2'-bipyridine
• CAS NO: 166827-53-8
• Molecular Formula: C28H24N2O2
• Molecular Weight: 420.5
• Mol File: 166827-53-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 642.8 °C at 760 mmHg
• Flash Point: 220.4 °C
• Appearance: /
• Density: 1.182
• PKA: 3.80±0.25(Predicted)
• CAS DataBase Reference: (E,E)-4,4'-Bis[2-(4-methoxyphenyl)ethenyl]-2,2'-bipyridine(CAS DataBase Reference)
• NIST Chemistry Reference: (E,E)-4,4'-Bis[2-(4-methoxyphenyl)ethenyl]-2,2'-bipyridine(166827-53-8)
• EPA Substance Registry System: (E,E)-4,4'-Bis[2-(4-methoxyphenyl)ethenyl]-2,2'-bipyridine(166827-53-8)

Safety Data

• Hazardous Substances Data: 166827-53-8(Hazardous Substances Data)

Usage

Description

(E,E)-4,4'-Bis[2-(4-methoxyphenyl)ethenyl]-2,2'-bipyridine, also known as DPIP, is a chemical compound belonging to the viologen family. It is recognized for its reversible redox reactions and is widely utilized as a redox indicator in various biochemical assays. DPIP's unique property of changing color from blue to colorless upon accepting electrons makes it a valuable tool in the study of photosynthetic electron transport and enzyme kinetics.

Uses

Used in Photosynthesis Research:
In the field of photosynthesis research, DPIP is employed as a redox indicator to measure the rate of electron transport in chloroplasts. Its color change from blue to colorless upon accepting electrons allows researchers to monitor the process of photosynthetic electron transport and assess the activity of enzymes involved in this process.
Used in Biochemical Assays:
DPIP is also used in other biochemical assays to study redox reactions and enzyme kinetics. Its ability to undergo reversible redox reactions makes it a valuable tool for understanding the mechanisms and dynamics of various biological processes.
Used in Pharmaceutical Research:
Although not explicitly mentioned in the provided materials, DPIP's potential applications in pharmaceutical research could be explored due to its redox properties. It may be used in the development of drugs targeting specific enzymes or pathways involved in disease processes, particularly those related to redox balance and electron transport.

Upstream product

• 1134-35-6 4,4'-dimethyl-2,2'-bipyridines 
• 123-11-5 4-methoxy-benzaldehyde 

Relevant articles and documents

Rationally designed ruthenium complexes for 1- and 2-photon photodynamic therapy

The use of photodynamic therapy (PDT) against cancer has received increasing attention over recent years. However, the application of the currently approved photosensitizers (PSs) is limited by their poor aqueous solubility, aggregation, photobleaching an

One- and Two-Photon Phototherapeutic Effects of RuII Polypyridine Complexes in the Hypoxic Centre of Large Multicellular Tumor Spheroids and Tumor-Bearing Mice**

During the last decades, photodynamic therapy (PDT), an approved medical technique, has received increasing attention to treat certain types of cancer. Despite recent improvements, the treatment of large tumors remains a major clinical challenge due to th

Synthesis, characterization, spectroscopic and electrochemical studies of donor-acceptor ruthenium(II) polypyridine ligand derivatives with potential NLO applications

In this work we report the preparation of six new donor-metal-acceptor (D-M-A) type complexes of ruthenium(II) with the highly absorbing chromophoric ligand 4,4′-bis(2-(4-methoxyphenyl)styryl)-2,2′-bipyridine, (L-OCH3, donor moiety) and substituted polypyridinic ligands with electron acceptor character (NN-A). The NN-A studied ligands were pyrazino[2,3-f][1,10]phenanthroline (ppl), 11-R-dipyrido[2,3-a:2′,3′-c]phenazine (dppz-R; R is H, NO2, or CN) and 10,11-[1,4-naphtalenedione]dipyrido[3,2-a:2′,3′-c]phenazine (Aqphen). The complexes were characterized by IR, NMR, UV-Vis spectroscopy and cyclic voltammetry. The potential NLO response of the complexes was evaluated by solvatochromic studies. Although the communication between D and A exists, the effect of the change of the acceptor moiety on the properties of the complexes is small and the behavior of the complexes is governed mainly by the donor ligand. The Metal to Ligand Charge Transfer bands (MLCT) exhibited by all complexes in the visible region have dominant electronic density transfer character from the metal to the chromophoric L-OCH3 ligand. The hypsochromic shift of this low energy absorption band on going from a less polar (benzene) to a more polar solvent (acetonitrile) indicated that a redistribution of the electronic density among the metal and the donor ligand is observed. This behavior permits to predict a NLO response for these types of complexes. The combination of high molar absorptivity with intraligand charge transfer (ILCT) mixing into the MLCT bands are encouraging for the generation of new materials with interesting NLO properties.