154566-75-3

Basic information

• Product Name: 2-Thiophenecarboxaldehyde, 4,4'-(3,3,4,4,5,5-hexafluoro-1-cyclopentene-1,2-diyl)bis[5-methyl-
• CAS NO: 154566-75-3
• Molecular Formula: C17H10F6O2S2
• Molecular Weight: 424.388
• Mol File: 154566-75-3.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: 2-Thiophenecarboxaldehyde, 4,4'-(3,3,4,4,5,5-hexafluoro-1-cyclopentene-1,2-diyl)bis[5-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiophenecarboxaldehyde, 4,4'-(3,3,4,4,5,5-hexafluoro-1-cyclopentene-1,2-diyl)bis[5-methyl-(154566-75-3)
• EPA Substance Registry System: 2-Thiophenecarboxaldehyde, 4,4'-(3,3,4,4,5,5-hexafluoro-1-cyclopentene-1,2-diyl)bis[5-methyl-(154566-75-3)

Safety Data

• Hazardous Substances Data: 154566-75-3(Hazardous Substances Data)

Usage

General Description

The chemical "2-Thiophenecarboxaldehyde, 4,4'-(3,3,4,4,5,5-hexafluoro-1-cyclopentene-1,2-diyl)bis[5-methyl-" is a complex compound that contains a thiophene ring and a carboxaldehyde functional group. It also contains a hexafluoro-cyclopentene moiety and two methyl groups. The compound likely exhibits a high level of reactivity due to the presence of the aldehyde group and the electron-withdrawing fluorine atoms. It may have potential applications in organic synthesis, chemical research, and material science due to its unique structure and potentially useful properties. However, it is important to handle and use this compound with appropriate caution and in accordance with safety guidelines due to its potential reactivity and unknown physiological effects.

Upstream product

• 68-12-2 N,N-dimethyl-formamide 
• 222730-43-0 1,2-bis(5-chloro-2-methylthien-3-yl)perfluorocyclopent-1-ene 
• 1195623-96-1 5-methyl-4-bromo-2-thiopheneformaldehyde diethyl acetal 
• 559-40-0 octaperfluorocyclopentene 
• 479196-49-1 3-bromo-5-[(1,3-dioxolane)-2-yl]-2-methylthiophene 
• 29421-73-6 3,5-dibromo-2-methylthiophene 
• 4885-02-3 Dichloromethyl methyl ether 
• 159590-08-6 3,3’-(perfluorocyclopent-1-ene-1,2-diyl)bis(2-methylthiophene) 
• 154566-74-2 3-Bromo-2-methyl-5-thiophenecarboxaldehyde dimethyl acetal 
• 13679-70-4 5-methylthiophene-2-carboxaldehyde 
• 222730-41-8 1,5-bis(5-chloro-2-methylthien-3-yl)hexafluoropentane-1,5-dione 
• 424-40-8 diethyl perfluoroglutarate 
• 376-73-8 hexafluoroglutaric acid 
• 17249-82-0 2-chloro-5-methylthiophene 

Downstream Products

• 1347647-88-4 C₂₅H₂₂F₆O₄S₂ 
• 1314438-88-4 C₂₇H₂₄F₆N₆S₂ 
• 1306591-75-2 (5E,5'E)-5,5'-[(3,3,4,4,5,5-hexafluorocyclopent-1-ene-1,2-diyl)-4,4'-bis(5-methylthiophen-2-ylmethylidene)]bis(3-phenyl-2-thioxo-1,3-thiazolidin-4-one) 
• 1306591-74-1 (5E,5'E)-5,5'-[(3,3,4,4,5,5-hexafluorocyclopent-1-ene-1,2-diyl)-4,4'-bis(5-methylthiophen-2-ylmethylidene)]bis(3-methyl-2-thioxo-1,3-thiazolidin-4-one) 
• 1306591-73-0 (5E,5'E)-5,5'-[(3,3,4,4,5,5-hexafluorocyclopent-1-ene-1,2-diyl)-4,4'-bis(5-methylthiophen-2-ylmethylidene)]bis(2-thioxo-1,3-thiazolidin-4-one) 
• 1261295-00-4 C₃₃H₂₈F₆N₆S₄ 
• 1261294-99-8 C₃₃H₂₈F₆N₆S₄ 
• 1261294-98-7 C₃₁H₂₄F₆N₆S₄ 
• 1261294-96-5 C₁₉H₁₆F₆N₆S₄ 
• 1261295-01-5 C₃₁H₂₂F₈N₆S₄ 
• 1261295-02-6 C₃₁H₂₂F₈N₆S₄ 

Relevant articles and documents

Ring-opening and -closure reaction dynamics of a photochromic dithienylethene derivative

The influence of a bulky, strongly coupled substituent (benzoyl-phenyl-ethenyl, BPE) on the dynamics of the photoinduced ring-closure and ring-opening reactions of 1,2-bis[[2-methyl-thien-3-yl]]perfluorocyclopentene (BMTFP) in solution was investigated. UV/vis absorption spectroscopy in combination with chemical actinometry was employed to determine the reaction quantum yields. The relaxation and reaction dynamics were studied by transient absorption spectroscopy, exciting the S0-S2 transition of the open isomer with pump pulses at 288 nm, while 657 and 410 nm pulses were used to excite the S1 and S2 states of the closed isomer, respectively. Transient absorption spectra in the range of 350-950 nm were recorded using temporally delayed, white-light continuum probe pulses. After structural relaxation in the S1 excited state, the ring-closure reaction takes place with high quantum yield through a conical intersection. This conical intersection acts also as relaxation funnel for the S1 excited state of the closed isomer, from which it is separated by an energy barrier. The branching in the conical intersection favors the closed isomer, so that the ring-opening reaction yield is small (10-3-10-4). This yield was found to vary by a factor of 6 for different isomers obtained by rotation around the ethylene bond of the substituent.

Near-infrared photochromic diarylethenes based on the changes in the π-conjugated system and the electronic properties of the heteroaryl moieties

It is very challenging to construct photochromic materials with absorption and reactivity in the near-infrared (NIR) spectral region. Herein, four unsymmetrical diarylethene derivatives 1o-4o, which contain both indole and thiophene moieties, have been successfully synthesized, and their photochromic behaviors have been shifted to the NIR region. These newly developed NIR photochromic materials are highly sensitive and responsive to photostimuli both in solution and in poly(methyl methacrylate) films. It has been shown that 1o-4o exhibit remarkable UV/Vis and fluorescence spectral changes, allowing them to behave as reversible optical molecular switches in the NIR region. Four unsymmetrical diarylethene derivatives, 1o-4o, which contain both indole and thiophene moieties, have been successfully synthesized, and their photochromic behaviors have been shifted to the NIR region. The photophysical and photochromic properties of 1o-4o were comprehensively investigated by NMR, UV/Vis, fluorescence spectral and X-ray crystallographic analysis. Copyright

Stabilization of ultra-small gold nanoparticles in a photochromic organic cage: modulating photocatalytic CO2reduction by tuning light irradiation

Synthesis and stabilization of ultra-small metal nanoparticles (MNPs) composed of a few atoms are of paramount importance in modulating their material properties based on quantum confinement effects. The highly reactive surface of small MNPs tends to aggregate, resulting in bigger particles and subsequent deterioration of the catalytic activity. In this work, we exploited a dithienylethene (DTE) based photochromic organic cage (TAE-DTE) for thein situstabilization of ultra-small Au NPs (Au@TAE-DTE) (2reduction to CO. Importantly, irradiating with light of the full range (λ= 250-750 nm) allowed for co-existence of both photoisomers which thereby showed wide spectrum absorption as compared to individual photoisomers, consequently displaying substantially enhanced performance for the photocatalytic CO2reduction. Further, the real-time progress of the CO2reduction reaction and corresponding reaction intermediates was detected by anin situDRIFT experiment.

Photoswitchable J-aggregated processable organogel by integrating a photochromic acceptor

A novel αchromophoric 1,4-bis(anthracenylethynyl)benzene (BAB)-based highly emissive J-aggregated organogel has been synthesized and characterized. Single-crystal structure determination of asymmetric π-chromophoric bola-amphiphilic BAB1 (dodecyl and triethyleneglycolmonomethylether containing side chains of bis(anthracenylethynyl)benzene) supports J-aggregation. Further, a photochromic acceptor chromophore, 4,4′-(perfluorocyclopent-1-ene-1,2-diyl)bis(5-methylthiophene-2-carbaldehyde), is noncovalently encapsulated in the gel and photoswitching studies have been performed based on photochromic F?rster resonance energy transfer. The modulated emission of the processable soft material is further exploited for rewritable display. However, BAB2 (dodecyl side chain on both sides) does not show gelation property due to its low solubility.