1196-81-2

Basic information

• Product Name: 2-ETHYLBENZO[B]THIOPHENE
• Synonyms: 2-ETHYLBENZO[B]THIOPHENE
• CAS NO: 1196-81-2
• Molecular Formula: C₁₀H₁₀S
• Molecular Weight: 162.2514
• Mol File: 1196-81-2.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 257.6°C at 760 mmHg
• Flash Point: 79.3°C
• Appearance: /
• Density: 1.112g/cm³
• Vapor Pressure: 0.0232mmHg at 25°C
• Refractive Index: 1.632
• CAS DataBase Reference: 2-ETHYLBENZO[B]THIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ETHYLBENZO[B]THIOPHENE(1196-81-2)
• EPA Substance Registry System: 2-ETHYLBENZO[B]THIOPHENE(1196-81-2)

Safety Data

• Hazardous Substances Data: 1196-81-2(Hazardous Substances Data)

Usage

Uses

2-Ethylbenzo[b]thiophene is derived from Benzo[b]thiophene (B206870), which has application in organic as well as pharmaceutical industry as a component in the synthesis of Raloxifene, a breast cancer therapeutic, or hydrodesulfurization reactions.

InChI:InChI=1/C10H10S/c1-2-9-7-8-5-3-4-6-10(8)11-9/h3-7H,2H2,1H3

Upstream product

• 85282-18-4 3-Bromo-2-(β,β-dibromoethyl)benzothiophene 
• 113195-41-8 1-(2-methylsulfanylbenzoyl)hexylidene(triphenyl)phosphorane 
• 74-96-4 ethyl bromide 
• 95-15-8 Benzo[b]thiophene 
• 697-11-0 hexafluorocyclobut-1-ene 
• 64860-32-8 3-bromo-2-ethylbenzothiophene 
• 64-67-5 diethyl sulfate 
• 107-08-4 1-iodo-propane 
• 1442-03-1 2-methylsulfanyl-benzoyl chloride 
• 97-94-9 triethyl borane 
• 1191415-24-3 2-(2,2-dibromovinyl)benzenethiol 
• 75-03-6 ethyl iodide 
• 113195-37-2 1-(2-methylsulfanylbenzoyl)ethylidene(triphenyl)phosphorane 
• 113195-40-7 1-(2-methylsulfanylbenzoyl)pentylidene(triphenyl)phosphorane 

Downstream Products

• 22720-75-8 2-acetyl benzo[b]thiophene 

Relevant articles and documents

Synthesis and the optoelectronic properties of diarylethene derivatives having benzothiophene and n-alkyl thiophene units

Six new unsymmetrical diarylethenes having both benzothiophene and n-alkylthiophene units have been synthesized. The structures of diarylethenes 2a-6a were determined by single-crystal X-ray diffraction analysis. The results showed that the alkyl chain le

Fully Reversible Multistate Fluorescence Switching: Organogel System Consisting of Luminescent Cyanostilbene and Turn-On Diarylethene

Multicolor tunable and multistate switchable organogel is reported, which consists of a cyanostilbene organogelator showing aggregation-induced enhanced emission and a turn-on type photochromic diarylethene dye. The mixed organogel can be reversibly switched among four different states (blue-emitting gel, nonemissive sol, green-emitting gel, and green-emitting sol) modulated by a combination of orthogonal stimuli of heat and light. It is interestingly noted that this four-state switching constitutes a combinational logic circuit consisting of two stimuli inputs and three outputs. Reversible fluorescence writing, switching, erasing, and image patterning processes on this mixture gel system are demonstrated.

Syntheses and substituent effects on the properties of unsymmetrical photochromic diarylethenes bearing a benzothiophene unit

Photochromic unsymmetrical diarylethenes 1a5a that bear different electron-donating or electron-withdrawing substitutes have been synthesized, and the structures of 2a5a determined by single-crystal X-ray diffraction analysis. Substituent effects on their

Mono-and bithiophene-substituted diarylethene photoswitches with emissive open or closed forms

We present a new series of photochromic 1,2-bis(2-ethylbenzo[b]thiophen-3-yl)perfluorocyclopentenes with an oxidized benzothiophene core (O) or a nonoxidized one, decorated with mono-(Th1) and bithiophene (Th2) units attached to positions 6 and 6′ (Sy = symmetric) or only to position 6 (As = asymmetric). Oxidized compounds have highly fluorescent closed forms emitting in the visible region (yellow to red). The dyes with nonoxidized benzothiophenes possess fluorescent open forms with rather low emission efficiency. The photoswitching kinetics was studied at several wavelengths with UV and visible light. New diarylethenes underwent ring-closure reactions by irradiation with UV light (365 nm, 405 nm), and the reversible ring-opening by irradiation with visible light (470 nm, 530 nm). The on-switching of fluorescence due to the ring-closure reaction was observed also with visible light of 470 nm (to an extent of 10% for compound SyOTh1) and attributed to the Urbach tail effect. Due to a high degree of fluorescence modulation (>270), good fatigue resistance and large fluorescence quantum yield, compound SyOTh1 emerged as a candidate for single-molecule based super-resolution fluorescence microscopy.

Fluorescence opening type diarylethene fluorescent probe, and preparation method and application thereof

The invention provides a fluorescence opening type diarylethene fluorescent probe, and a preparation method and application thereof. The fluorescence opening type diarylethene fluorescent probe has a structure as shown in a formula I, the probe is compose

Di(benzothienyl)cyclobutenes: Toward Strained Photoswitchable Fluorophores

Bis(benzothienyl)ethene sulfones are very interesting molecules for super-resolution microscopy due to their photoswitching properties. However, functionalization of the ‘classical’ bis(benzothienyl)ethene sulfones with a five-membered central ring leads to significant decrease of quantum yields of photoconversion of the fluorescent closed form of the dye to the non-fluorescent open form that limits their application in microscopy. Here, we designed and synthesized diarylethenes with a fluorinated four-membered central ring that adds extra strain to the closed form of the dye. The reaction mechanism of their formation was studied, and byproducts formed upon structural rearrangement of the benzothiophene fragment were characterized. The photochromic properties of the new molecules were investigated by NMR and absorption spectroscopy. Some of these compounds show enhanced tendency to ring opening and have quantum yields of the ring-opening reaction in the range of 0.2–0.5.