49669-27-4

Basic information

• Product Name: 6,6'-DIACETYL-2,2'-BIPYRIDINE
• Synonyms: 6,6'-DIACETYL-2,2'-BIPYRIDINE
• CAS NO: 49669-27-4
• Molecular Formula: C₁₄H₁₂N₂O₂
• Molecular Weight: 240.26
• Mol File: 49669-27-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6,6'-DIACETYL-2,2'-BIPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6,6'-DIACETYL-2,2'-BIPYRIDINE(49669-27-4)
• EPA Substance Registry System: 6,6'-DIACETYL-2,2'-BIPYRIDINE(49669-27-4)

Safety Data

• Hazardous Substances Data: 49669-27-4(Hazardous Substances Data)

Upstream product

• 49669-22-9 6,6'-Dibromo-2,2'-bipyridine 
• 127-19-5 N,N-dimethyl acetamide 
• 192642-87-8 3,3'-dimethyl-7,7'-bi[1,2,3]triazolo[1,5-a]pyridine 
• 49669-13-8 1-(6-bromopyridin-2-yl)-ethanone 
• 661-69-8 hexamethyldistannane 
• 626-05-1 2,6-Dibromopyridine 
• 54856-82-5 3-methyl-[1,2,3]triazolo[1,5-a]pyridine 
• 1111635-89-2 6,6′-bis(2-methyl-1,3-dioxolan-2-yl)-2,2′-bipyridine 
• 49669-14-9 2‐bromo‐6‐(2‐methyl‐1,3‐dioxolan‐2‐yl)pyridine 

Downstream Products

• 87007-76-9 (E)-3-p-Tolyl-1-[6'-((E)-3-p-tolyl-acryloyl)-[2,2']bipyridinyl-6-yl]-propenone 
• 87007-77-0 (E)-3-(4-Ethyl-phenyl)-1-{6'-[(E)-3-(4-ethyl-phenyl)-acryloyl]-[2,2']bipyridinyl-6-yl}-propenone 
• 185898-05-9 4',4''''-diphenyl-2,2':6',2'':6'',2''':6''',2'''':6'''',2'''''-sexipyridine 
• 157557-38-5 4',4''''-bis(4-tert-butylphenyl)-2,2':6',2'':6'',2''':6''',2'''':6'''',2'''''-sexipyridine 
• 1111635-91-6 6,6'-bis(ketimino)-2,2'-bipyridine (2,6-diisopropylanil) 

Relevant articles and documents

Metal-ion-induced self-assembly of functionalized 2,6-oligopyridines. 1. Ligand design, synthesis, and characterization

Synthetic sequences utilizing α-oxoketene dithioacetal and enolate chemistry have been developed for the preparation of new functionalized bipyridines, terpyridines, quaterpyridines, quinquepyridines, sexipyridines, septipyridines, octipyridines, novipyridines, and decipyridines. Obtained in moderate to good yields, these oligopyridines were characterized by analytical and spectral data and, for sexipyridine, by X-ray crystallography.

Solid and solution state flexibility of sterically congested bis(imino)bipyridine complexes of zinc(II) and nickel(II)

Two new sterically demanding bis(imino)bipyridine ligands, 6,6′-{(2,6-i-Pr2C6H3)NCR} 2C10H6N2 (R = H (L1), Me (L2)), have been prepared in high yield by the condensation reaction of 2,6-diisopropylaniline with 6,6′-(OCR)2C10H 6N2 (R = H, Me). Palladium(0)-mediated cross coupling of 2-(Bu3Sn)-6-{C(Me)OCH2CH2O}C5H 3N with 2-Br-6-{C(Me)OCH2CH2O}C 5H3N, followed by an acid-mediated deprotection, has been employed as an efficient route to the precursor 6,6′-bis(acetyl)-2, 2′-bipyridine. Reaction of aldimino L1 with two equivalents of MX 2 [MX2 = ZnCl2, NiCl2 or (DME)NiBr2] in n-BuOH at elevated temperature gives the five-coordinate mononuclear complexes [(L1)MX2] (M = Zn, X = Cl 1; M = Ni, X = Cl 2a; M = Ni, X = Br 2b) as the sole products, in which one imine group is bound and the other uncoordinated (endo-exo). In the case of diamagnetic 1, VT 1H NMR spectroscopy reveals a fast exchange process operating between the two possible forms of the endo-exo isomer which is likely to proceed via an exo-exo intermediate (ΔH? interconversion = 35.6 ± 1.5 kJ mol-1, ΔG?298 = 47.4 ± 3.3 kJ mol -1). In contrast, treatment of ketimino L2 with MCl2 (MCl2 = ZnCl2 or NiCl2) affords bimetallic [(L2)Zn2Cl4] (4) and the six-coordinate monometallic species [(L2)NiCl2] (5), respectively; in 4, L2 adopts a bis(bidentate) bonding mode (endo-endo) while in 5 it acts as tetradentate ligand (endo-endo). Prolonged standing of 1 in chlorinated solvents results in partial hydrolysis and the formation of the 6-imino-6′-formyl-2,2′- bipyridine zinc complex, [(6-{(2,6-i-Pr2C6H 3)NCMe)-6′-(CHO)C10H6N 2)ZnCl2] (3) (endo-imine, exo-formyl). Single crystal X-ray structures are reported for L1, 1, 2a, 3, 4 and 5. The Royal Society of Chemistry 2009.

Triazolopyridines. 18.1 nucleophilic substitution reactions on triazolopyridines; a new route to 2,2'-Bipyridines

The synthesis of some 5-, 6-, and 7-halogenotriazolopyridines is described and their reactions with nucleophiles. The formation or 7,7'-bitriazolopyridines provides a new synthesis of 2,2'-bipyridines.