5486-06-6

Basic information

• Product Name: (R*,R*)-(±)-1,2-dipyridin-4-ylethane-1,2-diol
• Synonyms: (R*,R*)-(±)-1,2-dipyridin-4-ylethane-1,2-diol;(±)-α,β-Di(4-pyridyl)glycol;DL-1,2-Bis(4-pyridyl)glycol;DL-α,β-Di(4-pyridyl)glycol;rac-(1R*,2R*)-1,2-Bis(4-pyridyl)-1,2-ethanediol;1,2-bis(4-pyridyl)ethane-1,2-diol;1,2-di(pyridin-4-yl)ethane-1,2-diol
• CAS NO: 5486-06-6
• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.23588
• EINECS: 226-815-3
• Mol File: 5486-06-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 451.1°Cat760mmHg
• Flash Point: 226.6°C
• Appearance: /
• Density: 1.303g/cm³
• Vapor Pressure: 6.3E-09mmHg at 25°C
• Refractive Index: 1.636
• PKA: 12.01±0.20(Predicted)
• CAS DataBase Reference: (R*,R*)-(±)-1,2-dipyridin-4-ylethane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (R*,R*)-(±)-1,2-dipyridin-4-ylethane-1,2-diol(5486-06-6)
• EPA Substance Registry System: (R*,R*)-(±)-1,2-dipyridin-4-ylethane-1,2-diol(5486-06-6)

Safety Data

• Hazardous Substances Data: 5486-06-6(Hazardous Substances Data)

Usage

General Description

(R*,R*)-(±)-1,2-dipyridin-4-ylethane-1,2-diol, also known as di-4-pyridyl ethane-1,2-diol, is a chemical compound with the molecular formula C14H14N2O2. It is a chiral molecule with two enantiomers, (R,R)- and (S,S)-1,2-dipyridin-4-ylethane-1,2-diol, and is used as a chelating agent in coordination chemistry. It forms stable complexes with metal ions, such as copper, and can be used as a ligand in metal-catalyzed reactions. The compound has been studied for its potential application in the fields of catalysis, material science, and medicinal chemistry, and its chiral properties make it a valuable tool for asymmetric synthesis and enantiomeric separation.

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

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 613-90-1 benzoyl cyanide 
• 100-52-7 benzaldehyde 
• 67-64-1 acetone 
• 77280-42-3 (1-Nitro-cyclohexyl)-[4]pyridyl-methanol 
• 4972-49-0 dl-1,2-bis(4'-pyridyl)-1,2-ethanediol 

Downstream Products

• 4972-49-0 (+)-1,2-di-[4]pyridyl-ethane-1,2-diol 
• 4972-49-0 (-)-1,2-di-[4]pyridyl-ethane-1,2-diol 
• 1393707-71-5 4,4'-[1,2-bis(2,3,5,6-tetrafluoro-4-iodophenoxy)ethane-1,2-diyl]dipyridine 

Relevant articles and documents

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Aromatic derivative mononitrate and preparation method thereof

The invention relates to aromatic derivative mononitrate and a preparation method thereof, the general formula of the aromatic derivative mononitrate is as shown in formula (I), Ar group is benzene ring, mono-substituted or multi-substituted benzene ring, pyridine ring or mono-substituted pyridine ring, and the substituent group on the benzene ring or pyridine ring is CH3, halogen, OH, NO2 or CF3.When the Ar group is the pyridine ring, the preparation method comprises the following steps: (1) reacting 4-aldehyde pyridine with a hydrochloric acid aqueous solution of titanium trichloride in glacial acetic acid to obtain a vicinal diol intermediate compound 1; and (2) reacting the compound 1 in concentrated nitric acid or mixed acid of concentrated nitric acid and fuming nitric acid to obtain the mononitrate compound 2; and the raw materials for preparation are low in cost, few in synthesis steps, simple to operate, convenient to extract and purify and high in yield. The compound has thecharacteristics of nitrate, has potential application in the aspects of expanding blood vessels, inhibiting platelet aggregation and adhesion and resisting thrombosis, and is beneficial to treatmentof angina pectoris caused by coronary atherosclerosis.

Organic intermediate diaromatic hydrocarbon carboxylic acid and preparation method thereof

The invention provides an organic intermediate diaromatic hydrocarbon carboxylic acid and a preparation method thereof. The general formula of the organic intermediate di-aromatic hydrocarbon carboxylic acid is as shown in formula (I) shown in the specification, wherein an Ar group is a benzene ring, a mono-substituted or multi-substituted benzene ring, a pyridine ring, and a mono-substituted pyridine ring, a substituent group on benzene ring or pyridine ring is CH3, halogen, OH, NO2 or CF3. When the Ar group is a pyridine ring, the preparation method comprises the following steps: (1) reacting 4-formylpyridine with a hydrochloric acid aqueous solution of titanium trichloride in glacial acetic acid to obtain an intermediate compound 1 of vicinal diol; and (2) subjecting the compound 1 to acatalytic reaction with ferric trichloride in acetic acid and water so as to obtain a target compound, i.e., the diaromatic hydrocarbon carboxylic acid compound 2. The synthesis steps of the diaromatic hydrocarbon carboxylic acid are few, operation is simple, purification is convenient, and the yield is higher. In addition, the invention provides the novel method for preparing the organic intermediate diaromatic hydrocarbon carboxylic acid, and the obtained product has important application value in the aspects of metal organic complexes and new organic molecular structure modification.

A CONVENIENT SYNTHESIS OF SUBSTITUTED PYRIDYLGLYCOLS PROMOTED BY AQUEOUS TITANIUM TRICHLORIDE

2- and 4-Acetylpyridines, and 2- and 4-pyridinealdehydes when allowed to react with two-equiv. of aqueous titanium trichloride add to the carbonyl carbon atom of simple ketones (acetone, cyclopentanone, cyclohexanone) and aldehydes (acetaldehyde, propionaldehyde, benzaldehyde) affording substituted pyridylglycols in very good yields.The present one-pot method has considerable advantage over the existing procedure.The reaction is discussed in terms of a radical mechanism in which the Ti(III) species plays the fundamental role.