581-47-5

Basic information

• Product Name: 2,4'-DIPYRIDYL
• Synonyms: 2,4'-Dipyridine;2,4'-BIPYRIDINE;2,4'-BIPYRIDYL;2,4'-DIPYRIDYL;4-PYRIDYLPYRIDINE;2,4''-DIPYRIDYL 97+%;2,4'-Bipirydyl;2,4'-Dipyridyl,98%
• CAS NO: 581-47-5
• Molecular Formula: C₁₀H₈N₂
• Molecular Weight: 156.18
• EINECS: 209-467-7
• Mol File: 581-47-5.mol
• Article Data: 43

Chemical Properties

• Melting Point: 58-62 °C
• Boiling Point: 280-282 °C
• Flash Point: 281°C
• Appearance: /
• Density: 1.1922 (rough estimate)
• Refractive Index: 1.6057 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Sparingly), DMSO (Sparingly)
• PKA: pK1:1.19(+2);pK2:4.77(+1) (20°C)
• CAS DataBase Reference: 2,4'-DIPYRIDYL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4'-DIPYRIDYL(581-47-5)
• EPA Substance Registry System: 2,4'-DIPYRIDYL(581-47-5)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26
• RIDADR: UN2811
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 581-47-5(Hazardous Substances Data)

Usage

Chemical Properties

light yellow to beige-brown cystalline powder

Uses

2,4''-Bipyridine is used in preparation of Iridium Heterocyclic complexes.

Synthesis Reference(s)

Tetrahedron Letters, 33, p. 2199, 1992 DOI: 10.1016/0040-4039(92)88176-6Synthesis, p. 564, 1986 DOI: 10.1055/s-1986-31705

Upstream product

• 110-86-1 pyridine 
• 114998-58-2 dodecahydro-[2,4']bipyridinyl 
• 3731-53-1 4-(aminomethyl)pyridine 
• 115486-02-7 [2,4']bipyridyl-2',6'-dicarboxylic acid 
• 4433-02-7 [2,4']bipyridyl-3,3'-dicarboxylic acid 
• 93845-11-5 C₁₉H₁₄N₂O₂ 
• 93845-12-6 C₁₉H₁₄N₂O₂ 
• 626-60-8 3-Chloropyridine 
• 109-09-1 2-chloropyridine 
• 93830-58-1 diethyl (pyridin-4-yl)borane 
• 109-04-6 2-bromo-pyridine 
• 626-61-9 4-Chloropyridine 
• 17997-47-6 2-tri-n-butylstannylpyridine 
• 1120-87-2 4-bromopyridin 

Downstream Products

• 110462-45-8 iodure de 1-methyl-4-(2-pyridyl)pyridinium 
• 63095-06-7 1,1'-dimethyl-[2,4']bipyridyldiium; diiodide 
• 143702-84-5 Phenyl-(2-pyridin-2-yl-4a,5,10,11-tetraaza-benzo[b]fluoren-7-yl)-methanone 
• 143924-45-2 1',2',3',4',5',6'-hexahydro-2'H-[2,4'-bipyridine] dihydrochloride 
• 30532-37-7 4-(2-pyridinyl)piperidine 
• 869103-18-4 [Cu(2,4'-bipyridine)(phenylmalonato)(H₂O)](n) 
• 1151768-41-0 3-[3,6-dihydroxy-2-(4-(pyridin-2-yl)pyridinium-1-yl)phenyl]-2-oxo-2H-chromen-4-olate 
• 1323403-75-3 1'-{4-[2-(2,6-dioxo-piperidin-3-yl)-1-oxo-2,3-dihydro-1H-isoindol-4-yloxymethyl]-benzyl}-[2,4']bipyridinyl-1'-ium formate 
• 1329663-93-5 C₃₈H₂₆N₂ 
• 1431535-97-5 [zinc(2,4'-bipyridine)(H₂O)((+)-N-tosyl-L-glutamate)] 

Relevant articles and documents

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C2-Selective silylation of pyridines by a rhodium-aluminum complex

We have developed a C2-selective mono-silylation of a variety of pyridines using a Rh-Al complex. Both the site- and mono-selectivity are controlledviathe pyridine coordination to the Lewis-acidic Al center prior to the activation of the pyridine C(2)-H bond at the proximal Rh center. A reaction mechanism is proposed based on several mechanistic studies, including the isolation of a (2-pyridyl)silylrhodium intermediate.

Copper-catalyzed cross-coupling of aryl-, primary alkyl-, and secondary alkylboranes with heteroaryl bromides

A method for the Cu-catalyzed cross-coupling of both aryl and alkylboranes with aryl bromides is described. The method employs an inexpensive Cu-catalyst and functions for a variety of heterocyclic as well as electron deficient aryl bromides. In addition, aryl iodides of varying substitution patterns and electronic properties work well.