71637-37-1

Basic information

• Product Name: (5-BROMO-THIOPHEN-2-YL)-ACETONITRILE
• Synonyms: (5-BROMO-THIOPHEN-2-YL)-ACETONITRILE;(5-Bromo-2-thienyl)acetonitrile
• CAS NO: 71637-37-1
• Molecular Formula: C₆H₄BrNS
• Molecular Weight: 202.07
• Mol File: 71637-37-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 285.2 °C at 760 mmHg
• Flash Point: 126.3 °C
• Appearance: /
• Density: 1.665 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: (5-BROMO-THIOPHEN-2-YL)-ACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (5-BROMO-THIOPHEN-2-YL)-ACETONITRILE(71637-37-1)
• EPA Substance Registry System: (5-BROMO-THIOPHEN-2-YL)-ACETONITRILE(71637-37-1)

Safety Data

• Hazardous Substances Data: 71637-37-1(Hazardous Substances Data)

Usage

General Description

(5-Bromo-thiophen-2-yl)-acetonitrile is a chemical compound with the molecular formula C6H4BrNS. It is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. The compound contains a bromo-thiophene ring and an acetonitrile functional group, making it suitable for use in various chemical reactions. It is also known for its ability to act as a building block in the creation of more complex organic molecules. Additionally, (5-bromo-thiophen-2-yl)-acetonitrile is used in research and development processes in the pharmaceutical industry due to its versatile reactivity and potential applications in drug synthesis.

Upstream product

• 20893-30-5 2-cyanomethylthiophene 

Downstream Products

• 1429308-74-6 2-bromo-9a-(4-fluorophenyl)-7,8,9,9a-tetrahydrothieno[2,3-g]indolizin-5(4H)-one 
• 1429308-73-5 2-bromo-9a-phenyl-7,8,9,9a-tetrahydrothieno[2,3-g]indolizin-5(4H)-one 
• 24680-31-7 2-(5-(4-chlorophenyl)thiophen-2-yl)acetonitrile 

Relevant articles and documents

Development of a new conjugated polymer containing dialkoxynaphthalene for efficient polymer solar cells and organic thin film transistors

A new semiconducting polymer, poly((5,5-E-α-((2-thienyl)methylene)-2- thiopheneacetonitrile)-alt-2,6-[(1,5-didecyloxy)naphthalene])) (PBTADN), an alternating copolymer of 2,3-bis-(thiophene-2-yl)-acrylronitrile and didecyloxy naphthalene, is synthesized and used as an active material for organic thin film transistors (OTFTs) and organic solar cells. The incorporation of 2,3-bis-(thiophene-2-yl)-acrylronitrile as an electron deficient group and didecyloxy naphthalene as an electron rich group resulted in a relatively low bandgap, high charge carrier mobility, and finally good photovoltaic performances of PBTADN solar cells. Because of the excellent miscibility of PBTADN and PC71BM, as confirmed by Grazing Incident X-ray Scattering (GIXS) measurements and Transmission Electron Microscopy (TEM), homogeneous film morphology was achieved. The maximum power conversion efficiency of the PBTADN:PC71BM solar cell reached 2.9% with a Voc of 0.88 V, a short circuit current density (Jsc) of 5.6 mA/cm2, and a fill factor of 59.1%. The solution processed thin film transistor with PBTADN revealed a highest saturation mobility of 0.025 cm2/Vs with an on/off ratio of 104. The molecular weight dependence of the morphology, charge carrier mobility, and finally the photovoltaic performances were also studied and it was found that high molecular weight PBTADN has better self assembly characteristics, showing enhanced performance.

Designing Nonfullerene Acceptors with Oligo(Ethylene Glycol) Side Chains: Unraveling the Origin of Increased Open-Circuit Voltage and Balanced Charge Carrier Mobilities

Despite the recent rapid development of organic solar cells (OSCs), the low dielectric constant (?r=3–4) of organic semiconducting materials limits their performance lower than inorganic and perovskite solar cells. In this work, we introduce oligo(ethylene glycol) (OEG) side chains into the dicyanodistyrylbenzene-based non-fullerene acceptors (NIDCS) to increase its ?r up to 5.4. In particular, a NIDCS acceptor bearing two triethylene glycol chains (NIDCS-EO3) shows VOC as high as 1.12 V in an OSC device with a polymer donor PTB7, which is attributed to reduced exciton binding energy of the blend film. Also, the larger size grain formation with well-ordered stacking structure of the NIDCS-EO3 blend film leads to the increased charge mobility and thus to the improved charge mobility balance, resulting in higher JSC, FF, and PCE in the OSC device compared to those of a device using the hexyl chain-based NIDCS acceptor (NIDCS-HO). Finally, we fabricate NIDCS-EO3 devices with various commercial donors including P3HT, DTS-F, and PCE11 to show higher photovoltaic performance than the NIDCS-HO devices, suggesting versatility of NIDCS-EO3.

NOVEL THIOPHENE COMPOUNDS, PROCESS FOR SYNTHESIS AND USE THEREOF

The present invention relates to novel thiophene compounds of general Formula I, and their stereoisomers (diastereoisomers, enantiomers), pure or mixed, racemic mixtures, geometrical isomers, tautomers, pharmaceutically acceptable salts, hydrates, solvate