25121-87-3

Basic information

• Product Name: 2,5-DIBROMOTHIENO[3,2-B]THIOPHENE
• Synonyms: 2,5-DIBROMOTHIENO[3,2-B]THIOPHENE;2-b]thiophene;5-dibroMothieno[3;2,5-Dibromo-1,4-dithiapentalene
• CAS NO: 25121-87-3
• Molecular Formula: C₆H₂Br₂S₂
• Molecular Weight: 298.02
• Product Categories: Heterocycle-oher series
• Mol File: 25121-87-3.mol
• Article Data: 25

Chemical Properties

• Melting Point: 130 °C
• Boiling Point: 346.695 °C at 760 mmHg
• Flash Point: 163.475 °C
• Appearance: /
• Density: 2.21 g/cm³
• Vapor Pressure: 0.000113mmHg at 25°C
• Refractive Index: 1.773
• Storage Temp.: Refrigerator
• CAS DataBase Reference: 2,5-DIBROMOTHIENO[3,2-B]THIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIBROMOTHIENO[3,2-B]THIOPHENE(25121-87-3)
• EPA Substance Registry System: 2,5-DIBROMOTHIENO[3,2-B]THIOPHENE(25121-87-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: Ⅲ
• Hazardous Substances Data: 25121-87-3(Hazardous Substances Data)

Usage

Uses

2,5-Dibromothieno[3,2-b]thiophene is useful in preparation and electronic properties of fused oligothienoacenes.

InChI:InChI=1/C6H2Br2S2/c7-5-1-3-4(10-5)2-6(8)9-3/h1-2H

Upstream product

• 930-96-1 3-bromo-2-thiophenecarboxaldehyde 
• 251-41-2 thieno[3,2-b]thiophene 

Downstream Products

• 469912-82-1 trimethyl[5-(trimethylstannyl)thieno[3,2-b]thiophen-2-yl]stannane 
• 1170871-48-3 2,5-bis(4-dodecyl-5-phenylthiophen-2-yl)thieno[3,2-b]thiophene 
• 1032372-89-6 2,5-bis[2-(4-pentylphenyl)vinyl]thieno[3,2-b]thiophene 
• 84466-16-0 2,5-distyrylthieno[3,2-b]thiophene 
• 1312547-18-4 [(S)-1-((S)-2-{5-[4-(5-bromothieno[3,2-b]thiophen-2-yl)phenyl]-1H-imidazol-2-yl}pyrrolidine-1-carbonyl)-2-methylpropyl]carbamic acid methyl ester 
• 1185221-50-4 2,5-bis(5-(4-dodecylphenyl)thiophen-2-yl)thieno[3,2-b]thiophene 
• 1422279-59-1 C₂₈H₁₄F₆S₄ 
• 1185221-51-5 2,5-di(5-phenylthiophen-2-yl)thieno[3,2-b]thiophene 
• 21210-90-2 2,5-di-thiophen-2-yl-thieno[3,2-b]thiophene 
• 924894-85-9 4,4,5,5-tetramethyl-2-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno[3,2-b]thiophen-2-yl]-1,3,2-dioxaborolane 
• 137251-10-6 {5-[Hydroxy-bis-(4-methoxy-phenyl)-methyl]-thieno[3,2-b]thiophen-2-yl}-bis-(4-methoxy-phenyl)-methanol 
• 145448-97-1 2,5-bis(hydroxydiphenylmethyl)thieno[3,2-b]thiophene 
• 137251-04-8 2,5-Bis-[bis-(4-methoxy-phenyl)-methylene]-2,5-dihydro-thieno[3,2-b]thiophene 

Relevant articles and documents

Charge carrier mobility study of a mesogenic thienothiophene derivative in bulk and thin films

A novel mesogenic 2,5-bis-(5-octylthiophene)-thieno[3,2b]thiophene (TT) derivative has been synthesized. The fused-ring thiophene, end-capped with two octylthiophenes, exhibits ordered lamellar mesophases which were characterized by polarizing optical microscopy, differential scanning calorimetry and small-angle X-ray diffraction at various temperatures. The charge transport properties were investigated by time-of-flight technique as a function of temperature. On cooling from isotropic phase, a maximum hole mobility value of 0.07 cm2 V-1 s-1 was measured in the highly ordered mesophase of the bulk films. Field-effect transistor experiments on both solution and vacuum deposited thin films have also been performed. The solution-processed films exhibit charge carrier mobilities several orders of magnitude lower than values extracted from bulk time-of-flight curves and from vacuum deposited thin film transistors. This work provides evidence that the melt-processing route is an efficient alternative to commonly used solution-processing for fabrication of charge transporting layers from liquid crystalline semiconductors, with performances comparable to evaporation techniques.

Fused dithienogermolodithiophene low band gap polymers for high-performance organic solar cells without processing additives

We report the synthesis of a novel ladder-type fused ring donor, dithienogermolodithiophene, in which two thieno[3,2-b]thiophene units are held coplanar by a bridging dialkyl germanium. Polymerization of this extended monomer with N-octylthienopyrrolodione by Stille polycondensation afforded a polymer, pDTTG-TPD, with an optical band gap of 1.75 eV combined with a high ionization potential. Bulk heterojunction solar cells based upon pDTTG-TPD:PC71BM blends afforded efficiencies up to 7.2% without the need for thermal annealing or processing additives.

Novel metal-free organic dyes containing linear planar 11,12-dihydroindolo[2,3-a]carbazole donor for dye-sensitized solar cells: Effects of π spacer and alkyl chain

Three novel D?π?A type dyes DC1～3, which consisting of indolo[2,3-a]carbazole as donor scaffold linked to the acceptor/anchoring unit cyanoacetic acid via different π-spacers, were successfully designed and synthesized. The structure, photophysical and electrochemical properties, and photovoltaic properties of the three sensitizers were investigated in detail. The results indicate that the donor 11,12-bis(2-ethylhexyl)-11,12-dihydroindolo[2,3-a]carbazole with two branched alkyl chains is effective in inhibiting the intermolecular π?π aggregation effects, and the auxiliary alkyl chains in the π-bridge cause the DC3-based DSSCs to exhibit higher open circuit voltages than that of the devices based on dye DC2. Among all of the devices fabricated with the dyes, the DC3-based cells without chenodeoxycholic acid (CDCA) exhibit the best photovoltaic performance, with a short-circuit current density of 10.98 mA cm?2, an open circuit voltage of 752 mV and a fill factor of 0.725, corresponding to a highest power conversion efficiency of 5.98% in liquid electrolyte.

Synthesis and Properties of C2h-Symmetric BN-Heteroacenes Tailored through Aromatic Central Cores

The 2-fold successive electrophilic borylation on one aromatic central core led to a series of C2h-symmetric BN-heteroacenes in excellent yields. For the first time, we introduced trimethylsilyl (TMS) as either leaving group or oriented group f

NOVEL THIENOTHIOPHENE COMPOUNDS FOR LONG-ACTING INJECTABLE COMPOSITIONS AND RELATED METHODS

The present invention provides compounds useful for the treatment of opioid dependence, alcohol dependence, alcohol use disorder, or the prevention of relapse to opioid dependence in a subject in need thereof. Related pharmaceutical compositions and methods are also provided herein.

Thieno thiophene fused heterocyclic organic compound and application thereof

The invention belongs to the technical field of organic photoelectric materials, and particularly relates to a thieno thiophene fused heterocyclic organic compound and application thereof. The organiccompound provided by the invention has a thieno thiophene fused heterocyclic parent structure, has high bond energy between atoms, has good thermal stability, is beneficial to intermolecular solid accumulation, and can effectively prolong material service life when being used as a luminescent layer material. The compound provided by the invention is a derivative of a large conjugated fused heterocycle, is applied to a light emitting layer, has a proper energy level with adjacent levels, is beneficial to injection of holes and electrons, can effectively reduce turn-on voltage, and can realizegood light emitting efficiency in a device due to a relatively high exciton migration rate. The compound disclosed by the invention has a relatively large conjugate plane, is beneficial to molecular accumulation, shows good thermodynamic stability and shows long service life in a device. The preparation process of the derivative is simple and feasible, raw materials are easy to obtain, and the derivative is suitable for large-scale production.