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

• 114998-58-2 dodecahydro-[2,4']bipyridinyl 
• 3731-53-1 4-(aminomethyl)pyridine 
• 115486-02-7 [2,4']bipyridyl-2',6'-dicarboxylic acid 
• 110-86-1 pyridine 
• 348-57-2 2,4-difluorobromobenzene 
• 21970-13-8 (pyridin-2-yl)magnesium bromide 
• 108770-97-4 4-pyridyl phenyl sulfoxide 
• 142-83-6 trans,trans-2,4-Hexadienal 
• 2196-13-6 pyridine-4-carbothioamide 
• 5873-43-8 vinyl valerate 
• 172475-95-5 3-(4-pyridinyl)-1,2,4-triazine 
• 3050-69-9 vinyl caproate 
• 818-44-0 vinyl octanoate 
• 4704-31-8 vinyl caprate 

Downstream Products

• 110462-45-8 iodure de 1-methyl-4-(2-pyridyl)pyridinium 
• 63095-06-7 1,1'-dimethyl-[2,4']bipyridyldiium; diiodide 
• 869103-18-4 [Cu(2,4'-bipyridine)(phenylmalonato)(H₂O)](n) 
• 1431535-97-5 [zinc(2,4'-bipyridine)(H₂O)((+)-N-tosyl-L-glutamate)] 
• 1329663-93-5 C₃₈H₂₆N₂ 
• 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 

Relevant articles and documents

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Ligand-to-metal charge transfer of a pyridine surface complex on TiO2for selective dehydrogenative cross-coupling with benzene

Dehydrogenative cross-coupling (DCC) between pyridine and benzene proceeded selectively using a TiO2 photocatalyst under visible light irradiation at optimized concentrations of the substrates. Visible light induces ligand-to-metal charge transfer (LMCT) between pyridine and a TiO2 surface to give a pyridine radical cation, which produces a pyridyl radical by its deprotonation or oxidation of another pyridine molecule. The pyridyl radical attacks a benzene ring to form an sp2C-sp2C bond and a hydrogen atom is subsequently removed to complete DCC. Selective excitation of the pyridine LMCT complex in the presence of an excess amount of benzene would be the key for higher selectivity. This journal is

Visible-light photoexcitation of pyridine surface complex, leading to selective dehydrogenative cross-coupling with cyclohexane

Upon photoirradiation with visible light, a pyridine molecule adsorbed on a TiO2 surface can be photoexcited to give a pyridine radical cation via ligand-to-metal charge transfer (LMCT) between pyridine and titanium. This leads to dehydrogenative cross-coupling (DCC) between pyridine and cyclohexane with concomitant hydrogen evolution. Since the radical cation can selectively oxidize cyclohexane to a cyclohexyl radical, the cross-coupling between pyridine and cyclohexane proceeds with higher selectivity compared with that in photocatalysis by TiO2 under UV irradiation.