36437-30-6

Basic information

• Product Name: 1,1'-DI-N-OCTYL-4,4'-BIPYRIDINIUM DIBROMIDE
• Synonyms: 1,1’-dioctyl-4,4’-bipyridiniumdibromide;4’-bipyridinium,1,1’-dioctyl-dibromide;octylviologenbromide;1,1''-DI-N-OCTYL-4,4''-BIPYRIDINIUM DIBROMIDE 98+%;1,1'-Dioctyl-4,4'-bipyridine-1,1'-diium·dibromide;1,1'-Dioctyl-4,4'-bipyridinium·2bromide;1,1'-Di-n-octyl-4,4'-bipyridinium Dibromide;1-octyl-4-(1-octylpyridin-1-ium-4-yl)pyridin-1-ium,dibromide
• CAS NO: 36437-30-6
• Molecular Formula: 2Br*C₂₆H₄₂N₂
• Molecular Weight: 542.43
• Product Categories: Functional Materials;Photochromic Compounds;Pyridinium Compounds;Viologens (Photochromic, Related Compounds)
• Mol File: 36437-30-6.mol
• Article Data: 12

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: almost transparency
• CAS DataBase Reference: 1,1'-DI-N-OCTYL-4,4'-BIPYRIDINIUM DIBROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-DI-N-OCTYL-4,4'-BIPYRIDINIUM DIBROMIDE(36437-30-6)
• EPA Substance Registry System: 1,1'-DI-N-OCTYL-4,4'-BIPYRIDINIUM DIBROMIDE(36437-30-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RTECS: DW2380000
• Hazardous Substances Data: 36437-30-6(Hazardous Substances Data)

Usage

Uses

1-Octyl-4-(1-octylpyridin-1-ium-4-yl)pyridin-1-ium dibromide is a viologen and chromophore used in low-energy driven electrochromic devices comprising of polymeric ionic liquids.

Upstream product

• 553-26-4 4,4'-bipyridine 
• 111-83-1 1-bromo-octane 

Downstream Products

• 119108-93-9 1,1'-dioctyl-4,4'-bipyridindiium-bis{bis(cis-1,2-diphenyl-1,2-ethenedithiolato)platinate} 
• 119108-92-8 1,1'-dioctyl-4,4'-bipyridindiium-bis{bis(cis-1,2-diphenyl-1,2-ethenedithiolato)palladate} 
• 119108-91-7 1,1'-dioctyl-4,4'-bipyridindiium-bis{bis(cis-1,2-diphenyl-1,2-ethenedithiolato)niccolate} 

Relevant articles and documents

Cyclodextrin-driven movement of cucurbit[7]uril

(Figure Presented) The movement of cucurbit[7]uril (CB[7]) driven by α-cyclodextrin (α-CD) is investigated by various experimental techniques including NMR, ESI-MS, UV-vis, and ITC. CB[7] can form stable pseudorotaxanes with N-methyl-N′-octyl-4,4′-bipyridiniurn (MVO 2+) and N,N′-dioctyl-4,4′-bipyridinium (OV2+) dication in aqueous solution. CB[7] shuttles between the octyl and bipyridinium moieties in MVO2+, but docks at one of the octyl moieties in OV 2+. The addition of α-CD pushes CB[7] from the octyl moiety of MVO2+ or OV2+ to the bipyridinium moiety. Thermodynamically, the movement of CB[7] is mainly driven by exothermic enthalpy changes coming from the complexation of the octyl moiety of MVO2+ or OV2+ with α-CD.

Photosensitized Electron-Transfer Reactions in β-Cyclodextrin Aqueous Media: Effects on Dissociation of Ground-State Complexes, Charge Separation, and H2 Evolution

Zinc(II) meso-tetrakisporphyrin, ZnTPSPyP (2), forms a ground state complex with anthraquinone-2-sulfonate, AQS- (1).The formation of the complex results in internal static quenching of the excited S state of the sensitizer and recombination of the photoproducts in the cage structure.In the presence of β-cyclodextrin (β-CD), the complex is separated due to selective association of AQS- to the receptor cavity.This process leads to the effective decay of excited ZnTPSPyP to the T state that undergoes diffusional quenching by β-CD-bound AQS-.The electron-transfer photoproducts are stabilized against back-electron-transfer reaction and AQHS-. can be accumulated under continuous illumination in the presence of cystein as the electron donor.Photoreduction of N,N'-dioctyl-4,4'-bipyridinium, C8V2+, with Ru(bpy)32+ as the sensitizer and Na2EDTA as the donor leads to the formation of a dimer aggregate (C8V+.)2.The aggregate is inactive in H2 evolution.In the presence of β-CD, the aggregate formation is prevented due to the selective association of C8V+. monomer to the cyclodextrin cavity.High quantum yields for H2 evolution in the presence of a Pt-colloid are observed with β-CD, Φ=4E-2.Flash photolysis studies reveal that the association of C8V+. to the β-CD stabilizes the intermediate photoproducts against back-electron-transfer reactions.

Synthesis of dendrimer-type viologen and its use in Pd-mediated homocoupling of aryl halides

Dendrimer-type viologen (V2+.D.) was prepared from mesitylene and 4.4′-bipyridyl. Electroreduction of V2+.D. gave the corresponding quinoid (V0.D.), which promoted Pd-catalyzed homocoupling of aryl bromides Ar-Br to give the corresponding biaryls Ar-Ar in moderate to good yields.

Viologen as catalytic organic reductant: Electro-reductive dimerization of aryl bromides in a Pd/viologen double mediatory system

Viologen can be used as an in situ recyclable organic reductant. Pd-catalyzed electrochemical reductive coupling of aryl bromides was performed by using a catalytic amount of viologen to afford the corresponding biaryls in good to moderate yields.