1141-05-5

Basic information

• Product Name: 1,2-di(2-pyridyl)ethanediol
• Synonyms: 1,2-di(2-pyridyl)ethanediol;1,2-Bis(2-pyridinyl)-1,2-ethanediol;1,2-Di-2-pyridinyl-1,2-ethanediol
• CAS NO: 1141-05-5
• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.23588
• EINECS: 214-524-4
• Mol File: 1141-05-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 399.3°Cat760mmHg
• Flash Point: 195.3°C
• Appearance: /
• Density: 1.303g/cm³
• Vapor Pressure: 4.3E-07mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: 1,2-di(2-pyridyl)ethanediol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-di(2-pyridyl)ethanediol(1141-05-5)
• EPA Substance Registry System: 1,2-di(2-pyridyl)ethanediol(1141-05-5)

Safety Data

• Hazardous Substances Data: 1141-05-5(Hazardous Substances Data)

Usage

General Description

1,2-di(2-pyridyl)ethanediol, also known as DPED, is a chemical compound with the molecular formula C12H12N2O2. It is a chelating ligand that is commonly used in coordination chemistry and metal complexation. DPED contains two pyridine rings linked by a ethylene bridge, with hydroxyl groups attached to the ethylene bridge. 1,2-di(2-pyridyl)ethanediol is widely used in the synthesis of metal complexes for various applications, including catalysis, medicinal chemistry, and material science. DPED is known for its ability to form stable coordination complexes with a variety of metal ions, making it a versatile and important chemical in the field of coordination chemistry.

InChI:InChI=1/C12H12N2O2/c15-11(9-5-1-3-7-13-9)12(16)10-6-2-4-8-14-10/h1-8,11-12,15-16H

Upstream product

• 1121-60-4 pyridine-2-carbaldehyde 
• 100-52-7 benzaldehyde 
• 67-64-1 acetone 
• 492-73-9 2,2'-Pyridil 
• 134842-12-9 (E)-1,2-di(pyridin-2-yl)ethene-1,2-diol 
• 109-06-8 α-picoline 
• 1141-06-6 2-hydroxy-1,2-di-2-pyridylethanone 

Downstream Products

• 99310-64-2 hydroxy-(1-oxy-[2]pyridyl)-acetonitrile 
• 24145-28-6 (E)-2-pyridinecarbaldehyde 1-oxide oxime 
• 1121-60-4 pyridine-2-carbaldehyde 

Relevant articles and documents

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Visible Light Induced Reduction and Pinacol Coupling of Aldehydes and Ketones Catalyzed by Core/Shell Quantum Dots

We present an efficient and versatile visible light-driven methodology to transform aryl aldehydes and ketones chemoselectively either to alcohols or to pinacol products with CdSe/CdS core/shell quantum dots as photocatalysts. Thiophenols were used as proton and hydrogen atom donors and as hole traps for the excited quantum dots (QDs) in these reactions. The two products can be switched from one to the other simply by changing the amount of thiophenol in the reaction system. The core/shell QD catalysts are highly efficient with a turn over number (TON) larger than 4 × 104 and 4 × 105 for the reduction to alcohol and pinacol formation, respectively, and are very stable so that they can be recycled for at least 10 times in the reactions without significant loss of catalytic activity. The additional advantages of this method include good functional group tolerance, mild reaction conditions, the allowance of selectively reducing aldehydes in the presence of ketones, and easiness for large scale reactions. Reaction mechanisms were studied by quenching experiments and a radical capture experiment, and the reasons for the switchover of the reaction pathways upon the change of reaction conditions are provided.

Chemo- and diastereoselectivity in the heterogeneous catalytic hydrogenation of 2,2′-pyridoin and its derivatives

The heterogeneous catalytic hydrogenations of 2,2′-pyridoin and related compounds, such as 2,2′-pyridil and O-acetyl-2,2′-pyridoin, were investigated over noble metal catalysts. The influence of catalytic metals, catalyst supports, solvents, acid additives, prehydrogenation, and hydrogen pressure on the chemo- and diastereoselectivity is discussed in the hydrogenation of 2,2′-pyridoin. Although hydrogenolysis and ring saturation may occur as side reactions, high chemo- (90-100%) and moderate diastereoselectivity values were achieved. Over palladium black in an acetonitrile-water solvent mixture, the hydrogenation resulted in a meso/dl ratio of 72/28, while in the hydrogenation over rhodium on carbon the meso/dl ratio was 29/71. The phenomenon of diastereoselection in the hydrogenation is explained by the stereochemistry of the hydrogen addition, considering the cis-trans isomerization on the catalyst surface, the possible enolization, and the competing C=C and C=O reductions.

REACTIVITY OF HETEROAROMATIC ALDEHYDES WITH LOW VALENT TITANIUM

Behaviour of various aromatic heterocycles under dicarbonylic coupling with low valent titanium was studied.The results showed that the electron donating properties of the ring affect the degree of oxidation of the coupled compound.