211737-28-9

Basic information

• Product Name: 5-Bromo-2-hexylthiophene
• Synonyms: 5-Bromo-2-hexylthiophene;2-Bromo-5-hexylthiophene
• CAS NO: 211737-28-9
• Molecular Formula: C₁₀H₁₅BrS
• Molecular Weight: 247.2
• Product Categories: Halogenated Heterocycles;Heterocyclic Building Blocks;Organic Electronics and Photonics;Synthetic Tools and Reagents;Thiophene Monomers and Building BlocksHeterocyclic Building Blocks;Thiophenes;ThiophenesBuilding Blocks;Building Blocks;C10 to C20+;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Materials Science;Organic and Printed Electronics;Synthetic Tools and Reagents;Thiophene Monomers and Building Blocks
• Mol File: 211737-28-9.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 274℃
• Flash Point: 119℃
• Appearance: /
• Density: 1.231 g/mL at 25 °C
• Refractive Index: n20/D 1.529
• Storage Temp.: 0-10°C
• CAS DataBase Reference: 5-Bromo-2-hexylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-2-hexylthiophene(211737-28-9)
• EPA Substance Registry System: 5-Bromo-2-hexylthiophene(211737-28-9)

Safety Data

• Hazard Codes: T
• Statements: 25-41
• Safety Statements: 26-39-45
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 211737-28-9(Hazardous Substances Data)

Usage

General Description

5-Bromo-2-hexylthiophene is a chemical compound with the molecular formula C10H15BrS. It is a derivative of thiophene, which is a heterocyclic compound containing a sulfur atom. The addition of a bromine atom and a hexyl group to the thiophene ring gives 5-Bromo-2-hexylthiophene its unique properties and potential applications. 5-Bromo-2-hexylthiophene is commonly used in organic electronic devices, such as organic field-effect transistors and organic light-emitting diodes, due to its ability to conduct electricity and its favorable chemical and physical properties. It is also utilized in the synthesis of various organic molecules and materials for research and industrial purposes. Overall, 5-Bromo-2-hexylthiophene is an important building block in the development and production of organic electronic materials and has potential uses in the fields of materials science and electronics.

Upstream product

• 18794-77-9 2-hexylthiophene 
• 111-25-1 1-bromo-hexane 

Downstream Products

• 173448-31-2 5-n-hexyl-2,2'-bithiophene 
• 1240504-22-6 1-(9,9-dip-tolyl-9H-fluoren-2-yl)-3-(5-hexylthiophen-2-yl)benzo[c]thiophene 
• 1334159-21-5 C₃₀H₄₀Br₂O₄S₂ 
• 1334159-23-7 2,2'-[(2,5-dimethoxy-1,4-phenylene)bis(methylene)]bis(3-bromo-5-hexylthiophene) 
• 1334159-25-9 2,2'-[(2,5-dimethoxy-1,4-phenylene)bis(methylene)]bis(5-hexylthiophene-3-carboxaldehyde) 
• 1047684-56-9 4,4′-bis(2-hexylthiophene-5-yl)-2,2′-bipyridine 
• 100943-46-2 5-hexylthiophene-2-carbaldehyde 
• 917985-54-7 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-hexylthiophene 

Relevant articles and documents

A new small molecule with indolone chromophore as the electron accepting unit for efficient organic solar cells

A new small molecule (TIBDT) with indolone chromophore as the electron acceptor unit and benzodithiophene as electron donor unit was synthesized and first applied in organic solar cells (OSCs). TIBDT was characterized by NMR, TGA, UV-Vis absorption spectroscopy and cyclic voltammetry measurements. Results show that TIBDT possesses excellent thermal stability, appropriate absorption spectra, low-lying highest occupied molecular orbital (HOMO) level and high hole mobility. The OSCs based on TIBDT: PC71BM (1:1, w/w) showed a power conversion efficiency (PCE) up to 3.94% with an open circuit voltage (Voc) of 0.89 V, short circuit current (Jsc) of 7.36 mA cm-2, fill factor (FF) of 60.2% under the illumination of AM 1.5 G, 100 mW cm-2 without solvent additives and thermal annealing treatment. These preliminary investigations show that indolone chromophore can probably be an excellent electron accepting unit for constructing high performance optoelectronic materials.

Synthesis, optical properties and charge transport characteristics of a series of novel thiophene-fused phenazine derivatives

A series of tetrathienophenazine derivatives (t-TTP, l-TTP, m-TTP and their alkyl-substituted derivatives) have been synthesized via a simple condensation reaction between diketones and diamines. The redox potentials, UV-vis absorption spectra and fluorescence spectra of these derivatives are significantly affected by the positions of the sulfur atoms and the alkyl groups. The observed electronic properties were well reproduced by theoretical calculations based on density functional theory. X-ray analyses of these derivatives reveal extensive π-π interactions and short S...S contacts. The alkyl-substituted derivatives afford highly crystalline thin films by vapor deposition, and show reasonable field effect transistor performance. The conductivity of doped single crystals of these materials was also investigated, and showed an increase by several orders of magnitude upon I2 vapor doping. The π-π stacked structures of these crystals and conductive properties indicate that these thiophene-fused phenazines are useful materials for application in organic electronics. The Royal Society of Chemistry 2013.

Cata-Condensed Heteroannulated Coronenes via Selective Bromination of Diarenoperylenes as the Key Step

A facile three-step synthetic route to heteroannulated extended coronenes via a selective bromination of diarenoperylenes as the key step is presented. The heteroannulated coronenes were characterized by X-ray crystallography and by photophysical and electrochemical means.

Synthesis and enhanced electron transfer of supramolecular nano-composite containing dendritic dye and surface-modified ZnO nano-rods

Supramolecular nano-composites 15T5N/ZnOx-PNH containing enhanced compatibilities of dendritic dye 15T5N and surface-modified nano-rod ZnOx-PNH were developed in this study. The physical properties of supramolecular nano-composites have been well investigated by theoretical calculation and various measurements, including UV–visible, PL, TEM, TCSPC, FT-IR, and CV. H-bonded nano-composite 15T5N/ZnO30-PNH possessed the saturated quenched fluorscence as dendritic dye 15T5N complexed with surface-modified nano-rod ZnO30-PNH. In contrast to nano-rod mixture 15T5N/ZnO (without surface-modification), more widened visible absorption band to promote more efficient photo-induced charge separation phenomenon was observed in supramolecular nano-composite 15T5N/ZnO30-PNH. Compared with surfactant T-PNH, less efficient electron transfer of surfactant T-PC6 was observed in TCSPC and PL measurements because of the steric hindrance of long alkyl chains (-C6H13) attached to surfactant T-PC6. Therefore, the triple H-bonds between dendritic dye 15T5N and surface-modified nano-rod ZnO30-PNH are verified to result in the desirable effective electron transfer in supramolecular nano-composite 15T5N/ZnO30-PNH.