52707-46-7

Basic information

• Product Name: 2-Thienylpyrrole
• Synonyms: 2-Thienylpyrrole;2-(2'-Thienyl)pyrrole;2-(2-Thienyl)pyrrole;2-(2-Thienyl)pyrrole *500 Mg*;2-Thiophen-2-yl-1H-pyrrole
• CAS NO: 52707-46-7
• Molecular Formula: C₈H₇NS
• Molecular Weight: 149.21
• Mol File: 52707-46-7.mol
• Article Data: 18

Chemical Properties

• Melting Point: 78-80 °C
• Boiling Point: 303.3 °C at 760 mmHg
• Flash Point: 140.3 °C
• Appearance: /
• Density: 1.217
• Vapor Pressure: 0.00168mmHg at 25°C
• Refractive Index: 1.631
• PKA: 17.09±0.50(Predicted)
• CAS DataBase Reference: 2-Thienylpyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thienylpyrrole(52707-46-7)
• EPA Substance Registry System: 2-Thienylpyrrole(52707-46-7)

Safety Data

• Hazardous Substances Data: 52707-46-7(Hazardous Substances Data)

Usage

General Description

2-Thienylpyrrole is a chemical compound consisting of a pyrrole ring with a 2-thienyl group attached. It can be synthesized through the reaction of thienyl vinyl ketone and aniline under acidic conditions. 2-Thienylpyrrole has attracted attention due to its potential use in organic light-emitting diodes (OLEDs) and as a building block for the synthesis of various heterocyclic compounds. It has also been investigated for its potential biological activities, showing promise as an anti-inflammatory and anticancer agent. Additionally, 2-Thienylpyrrole has been explored as a potential ligand for the coordination of transition metal ions in organometallic chemistry. Overall, 2-Thienylpyrrole possesses diverse applications in both the material science and pharmaceutical industries due to its unique structure and properties.

InChI:InChI=1/C8H7NS/c1-3-7(9-5-1)8-4-2-6-10-8/h1-6,9H

Upstream product

• 1956-45-2 2-acetylthiophene oxime 
• 74-86-2 acetylene 
• 107-06-2 1,2-dichloro-ethane 
• 85868-23-1 O-(2-vinyl) methyl 2-thienyl ketoxime 
• 145654-80-4 3-(1,3-dioxolan-2-yl)-1-(2-thienyl)-1-propanone 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 63122-37-2 N-allylthiophene-2-carboxamide 
• 158293-42-6 4-methyl-N-(thiophen-2-ylmethylene)benzenesulfonamide 
• 88-15-3 2-Acetylthiophene 
• 1616603-27-0 C₁₀H₁₁NO₂S 
• 98-03-3 thiophene-2-carbaldehyde 
• 71787-54-7 1-(thiophen-2-yl)but-3-en-1-ol 
• 99768-07-7 1-thiophen-2-yl-but-3-en-1-one 
• 1428235-80-6 1-(thiophen-2-yl)but-3-en-1-one oxime 

Downstream Products

• 1359619-31-0 1-[(Z)-2-phenylethenyl]-2-(2-thienyl)-1H-pyrrole 
• 1447031-60-8 2-[1,1-biphenyl]-4-yl-5-{2,2,2-trifluoro-1-[5-(2-thienyl)-1H-pyrrol-2-yl]ethyl}-1H-pyrrole 
• 1447031-66-4 2-[1,1-biphenyl]-4-yl-5-{1-[5-(1,1-biphenyl)-4-yl-1H-pyrrol-2-yl]-2,2,2-trifluoroethyl}-1H-pyrrole 
• 1447031-62-0 2-[1,1-biphenyl]-4-yl-3-phenyl-5-{2,2,2-trifluoro-1-[5-(2-thienyl)-1Hpyrrol-2-yl]ethyl}-1H-pyrrole 
• 1447031-72-2 4,4-difluoro-3-[(1,1-biphenyl)-4-yl]-5-(2-thienyl)-8-trifluoromethyl-4-bora-3a,4a-diaza-s-indacene 
• 1447031-74-4 4,4-difluoro-3-[(1,1-biphenyl)-4-yl]-2-phenyl-5-(2-thienyl)-8-trifluoromethyl-4-bora-3a,4a-diaza-s-indacene 

Relevant articles and documents

Synthesis of 2,2′-bipyrroles and 2,2′-thienylpyrroles from donor-acceptor cyclopropanes and 2-cyanoheteroles

(Equation presented) Two new series of 2,2′-bipyrroles and 2,2′-thienylpyrroles have been prepared by trimethylsilyl trifluoromethanesulfonate (TMSOTf)-mediated reaction of donor-acceptor cyclopropanes with 2-cyanopyrroles and 2-cyanothiophene, respectively. This method opens the door toward a wide variety of unsymmetrical bipyrroles and thienylpyrroles.

NIR-Absorbing Dye Based on BF2-Bridged Azafulvene Dimer as a Strong Electron-Accepting Unit

BF2-bridged azafulvene dimers designed to be strong electron-accepting units were selectively synthesized using a bulky base. Single-crystal X-ray diffraction analysis revealed that the high electron-accepting ability of this structure stems from the contribution of the ?-conjugation mode of the azafulvene dimer upon formation of B-N coordination bonds. As a result of the low-lying LUMO energy of this electron-accepting unit, the corresponding D-A-D dye exhibits an intense NIR absorption band at 922 nm, which tails up to 1150 nm, while significant absorption bands in the visible region are absent. As a NIR dye this molecule exhibits moreover exceptional photostability and resistance to oxidation by atmospheric oxygen, even in dilute solution.

Expedient one-pot synthesis of pyrroles from ketones, hydroxylamine, and 1,2-dichloroethane

2- and 2,3-Substituted pyrroles are readily synthesized in a one-pot procedure from ketones, hydroxylamine hydrochloride, and 1,2-dichloroethane in the KOH/DMSO system (120 °C, 2-4 h), the yields of pyrroles ranging 11-85%. Aliphatic, cycloaliphatic, aromatic, and heteroaromatic ketones tolerate the reaction conditions.

One-pot synthesis of pyrroles from ketones, hydroxylamine, and 1,2-dibromoethane in the system KOH-DMSO

Dibutyl ketone, cyclohexanone, acetophenone, α-tetralone, and methyl 2-thienyl ketone were converted into the corresponding 2,3-substituted pyrroles by reaction with hydroxylamine hydrochloride and 1,2-dibromoethane in the system KOH-DMSO.