156777-91-2

Basic information

• Product Name: 1,2-bis(octyloxy)-4,5-dinitrobenzene
• Synonyms: 1,2-bis(octyloxy)-4,5-dinitrobenzene
• CAS NO: 156777-91-2
• Molecular Weight: 424.538
• Mol File: 156777-91-2.mol

Chemical Properties

• CAS DataBase Reference: 1,2-bis(octyloxy)-4,5-dinitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-bis(octyloxy)-4,5-dinitrobenzene(156777-91-2)
• EPA Substance Registry System: 1,2-bis(octyloxy)-4,5-dinitrobenzene(156777-91-2)

Safety Data

• Hazardous Substances Data: 156777-91-2(Hazardous Substances Data)

Usage

Appearance

Yellow crystalline solid

Usage

a. Production of organic semiconductors
b. Component in electronic devices (LCDs and OLEDs)
c. Synthesis of dyes, pigments, and pharmaceuticals
d. Potential applications in solar cells and renewable energy technologies

Properties

a. Facilitates charge transfer
b. Promotes electron transport

Importance

Improves efficiency and performance of electronic devices

Safety concerns

Toxic, can cause skin, eye, and respiratory irritation upon contact or inhalation

Upstream product

• 111-83-1 1-bromo-octane 
• 120-80-9 benzene-1,2-diol 

Downstream Products

• 1597409-61-4 (E,E)[{dimethyl-2,2'[4,5-dioctyloxy-1,2-phenylenebis(iminomethylidyne)]bis-3-oxobutanato}] 
• 1380685-10-8 diethyl (2E,2'E)-2,2'-{[4,5-bis(octyloxy)-1,2-phenylene]bis[imino-(E)-methylylidene]}bis(3-oxobutanoate) 
• 1192352-10-5 4,7-bis(5-bromothiophen-2-yl)-5,6-bis(tetradecyloxy)benzo[c][1,2,5]thiadiazole 
• 1314801-34-7 5,6-bis(octyloxy)benzo[c][1,2,5]oxadiazole 
• 1314801-35-8 4,7-dibromo-5,6-bis(octyloxy)benzo[c][1,2,5]oxadiazole 
• 1254353-37-1 5,6-bis(octyloxy)benzo[c][1,2,5]thiadiazole 
• 1192352-08-1 4,7-dibromo-5,6-bis(octyloxy)benzo-[c][1,2,5]-thiadiazole 
• 156777-93-4 N,N'-bis<4,5-di(octyloxy)-2-nitrophenyl>oxamide 
• 86723-23-1 1,2-bis(octyloxy)-4,5-diaminobenzene 
• 156777-92-3 4,5-di(octyloxy)-2-nitroaniline 

Relevant articles and documents

In Situ Synthesis of Hexakis(alkoxy)diquinoxalino[2,3-a:2′,3′ -c]phenazines: Mesogenic Phase Transition of the Electron-Deficient Discotic Compounds

2,3,8,9,14,15-Hexakis(alkoxy)diquinoxalino[2,3-a:2′,3′- c]phenazines with alkyl side chains varying from 6 to 12 carbon atoms were readily synthesized by the condensation of hexaketocyclohexane with the respective 1,2-bisalkoxy-4,5-diaminobenzene. Polariz

A Novel Conjugated Polymer Consists of Benzimidazole and Benzothiadiazole: Synthesis, Photophysics Properties, and Sensing Properties for Pd2+

A conjugated polymer PPBIBTE based on benzimidazole and benzothiadiazole was synthesized through palladium-catalyzed sonogashira cross-coupling reaction. The chemical structures of the monomers and the polymer were indicated by 1H NMR, and investigation of photophysics properties and sensing optical properties for metal ions were observed by ultraviolet–visible and photoluminescence spectroscopy. PPBIBTE showed remarkable selectivity for Pd2+ by “turn-off” fluorescence sensing progress. In addition, the Stern–Volmer and Benesi-Hildebrand plots were used to reveal the interaction between the polymer and Pd2+, while job's method was applied to calculate the determination of stoichiometry. The results demonstrate that PPBIBTE can utilize static quenching for Pd2+ by forming a 1:1 complex. And it is a potential sensing material as fluorescence chemosensor for Pd2+ with high selectivity and sensitivity.

Investigation of Optical and Electrochemical Properties of Benzene Based Solution Processable 2,1,3-Benzooxadiazole Comprising Polymers

Four novel solution processable benzooxadiazole containing alternating copolymers namely poly (5,6-bis(octyloxy)-4-(5-phenylthiophen-2-yl)-7-(thiophen-2-yl)benzo[c][1,2,5]oxadiazole)PBOTPh, poly (5,6-bis(octyloxy)-4-(5-phenylselenophen-2-yl)-7-(selenophen

Constructing a self-assembling C3-symmetric covalently linked (fused) donor-acceptor-type molecule containing a hexaazatriphenylene core

A C3-symmetric covalently linked (fused) molecule, HAT-IPN, comprising a 13 fused ring system was synthesized by a condensation-cyclisation reaction between hexaazatriphenylenehexacarboxylic acid trisanhydride and 4,5-diamino-1,2-dioctyloxybenzene. This fused system exhibits ambipolar behaviour due to an n-type HAT-core at the center and three outer p-type fused dialkoxybenzimidazole moieties, which is confirmed by cyclic voltammetry. The self-assembling nature of this disc-shaped donor-acceptor type system is evident in13C NMR spectroscopy, dynamic light scattering studies, differential scanning calorimetry and atomic force microscopy (AFM) images, which illustrate the formation of the one-dimensional aggregates both in solution and in the film state; indicating its potential as an active component in organic electronic devices.

Amphiphilic iron(ii) complexes with short alkyl chains-crystal packing and spin transition properties

An amphiphilic iron(ii) spin crossover complex with relatively short octyl chains was synthesised and the crystal structures of the high spin and the low spin state could be determined. In further reactions, a second modification of the hexa-coordinated c

5,6-bis(octyloxy)benzo[c][1,2,5]thiadiazole-bridged dyes for dye-sensitized solar cells with high open-circuit voltage performance

Three new metal-free dyes with a 5,6-bis(octyloxy)benzo[c][1,2,5] thiadiazole core (DOBT-I-III) have been designed and synthesized for use as DSSCs. Their absorption properties and electrochemical and photovoltaic performances have been investigated syste

Fluoro-functionalization of vinylene units in a polyarylenevinylene for polymer solar cells

A low band-gap copolymer PDTBTFV alternating bis-thienyl-(bis-alkoxy)- benzothiadiazole blocks with difluorovinylene units and its non-fluorinated counterpart PDTBTV have been synthesized and characterized as donor materials in bulk heterojunction (BHJ) s

A straightforward route to electron transporting conjugated polymers

We report a straightforward synthetic method to generate solution processable electron transporting polymers with low band gap and wide absorption range from readily available acceptor monomers. We show the efficacy of this approach using widely used elec

New octahedral, head-tail iron(II) complexes with spin crossover properties

The synthesis and characterisation of four new Schiff base-like ligands with long alkyl chains in the outer periphery and their iron(II) complexes with methanol and pyridine as axial ligands is reported. Two of the methanol complexes crystallise in a lipi

D-π-A-π-D type benzothiadiazole-triphenylamine based small molecules containing cyano on the π-bridge for solution-processed organic solar cells with high open-circuit voltage

Two novel D-π-A-π-D structured small molecules composed of benzothiadiazole and triphenylamine were designed and synthesized. BDCTBT with cyano on the π-bridge exhibited a deep HOMO energy level, resulting in an impressive VOC of up to 1.04 V with a PCE of 3.85%, while non-cyano substituted BDETBT yielded a VOC of 0.94 V and a PCE of 1.99%.