219537-95-8

Basic information

• Product Name: 1,5-Bis(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione
• Synonyms: 1,5-Bis(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione
• CAS NO: 219537-95-8
• Molecular Formula: C15H14Cl2O2S2
• Molecular Weight: 361.313
• Mol File: 219537-95-8.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 519.2±50.0 °C(Predicted)
• Density: 1.361±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1,5-Bis(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Bis(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione(219537-95-8)
• EPA Substance Registry System: 1,5-Bis(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione(219537-95-8)

Safety Data

• Hazardous Substances Data: 219537-95-8(Hazardous Substances Data)

Usage

General Description

1,5-Bis(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione is a chemical compound with a complex molecular structure. It is composed of two 5-chloro-2-methylthiophen-3-yl groups attached to a pentane-1,5-dione backbone. 1,5-Bis(5-chloro-2-methylthiophen-3-yl)pentane-1,5-dione belongs to the class of diones, which are organic compounds containing a carbon-carbon double bond conjugated with carbonyl groups. The presence of the chloro and methylthiophenyl groups in its structure imparts specific chemical properties and reactivity to the compound. This chemical may have applications in organic synthesis, pharmaceuticals, and material science, although further research is likely needed to fully understand its potential uses and properties.

Upstream product

• 17249-82-0 2-chloro-5-methylthiophene 
• 2873-74-7 gloutaric dichloride 
• 554-14-3 2-Methylthiophene 
• 110-94-1 1,5-pentanedioic acid 

Downstream Products

• 219537-99-2 4,4′-(cyclopent-1-ene-1,2-diyl)bis(5-methylthiophene-2-carbaldehyde) 
• 1033754-72-1 4,4'-(4,4'-(cyclopent-1-ene-1,2-diyl)bis(5-methylthiophene-4,2-diyl))diphenol 
• 1284215-17-3 1,2-bis[2-methyl-5-[p-((tetrahydropyran-2-yl)oxy)phenyl]-3-thienyl]cyclopentene 
• 1388152-22-4 1,2-bis(2-methyl-5-(4-methylphenyl)thien-3-yl)cyclopent-1-ene 
• 869206-30-4 4,4'-(cyclopent-1-ene-1,2-diyl)bis(N-cyclohexyl-5-methylthiophene-2-carboxamide) 
• 608528-49-0 1,2‐bis(2‐methyl‐5‐(pyridin‐4‐yl)thiophen‐3‐yl)cyclopent‐1‐ene 
• 732304-39-1 4,4'-(4,4'-(cyclopent-1-ene-1,2-diyl)bis(5-methylthiophene-4,2-diyl))-dibenzoic acid 
• 532930-53-3 1,2-bis(5'-(4-bromophenyl)-2'-methylthien-3'-yl)-cyclopentene 
• 1383922-61-9 1,2-bis[2-methyl-5-(4-aminophenyl)-3-thienyl]cyclopentene 

Relevant articles and documents

Visible-light photoswitching of ligand binding mode suggests G-quadruplex DNA as a target for photopharmacology

We report the selective targeting of telomeric G4 DNA with a dithienylethene ligand and demonstrate the robust visible-light mediated switching of the G4 ligand binding mode and G-tetrad structure in physiologically-relevant conditions. The toxicity of the ligand to cervical cancer cells is modulated by the photoisomeric state of the ligand, indicating for the first time the potential of G4 to serve as a target for photopharmacological strategies.

Photodynamic chiral molecular switches with thermal stability: From reflection wavelength tuning to handedness inversion of self-organized helical superstructures

A good turn: Three compounds that bear two axially chiral bridged binaphthyl units were developed as photodynamic chiral dopants for nematic liquid crystals. For compounds with suitable bridge lengths, a change in the dihedral angle induced a switch of the binaphthyl units from the cisoid to the transoid form upon UV irradiation, which led to an inversion of the handedness of the helices. Copyright

Photochromic metal-organic frameworks: Reversible control of singlet oxygen generation

(Figure Presented). The controlled generation of singlet oxygen is of great interest owing to its potential applications including industrial wastewater treatment, photochemistry, and photodynamic therapy. Two photochromic metal-organic frameworks, PC-PCN and SO-PCN, have been developed. A photochromic reaction has been successfully realized in PC-PCN while maintaining its single crystallinity. In particular, as a solid-state material which inherently integrates the photochromic switch and photosensitizer, SO-PCN has demonstrated reversible control of 1O2 generation. Additionally, SO-PCN shows catalytic activity towards photooxidation of 1,5-dihydroxynaphthalene.

Photoswitching the Cytotoxic Properties of Platinum(II) Compounds

The photoactivation of potential anticancer metal complexes is a hot topic of current research as it may lead to the development of more selective drugs. Photoactivated chemotherapy (PACT) with coordination compounds is usually based on a (photo)chemical reaction taking place at the metal center. Herein, a new strategy is exploited that consists of "photomodifying" a ligand coordinated to metal ions. Platinum(II) complexes from photoswitchable 1,2-dithienylethene-containing ligands have been prepared, which exhibit two interconvertible photoisomeric forms that present distinct DNA-interacting properties and cytotoxic behaviors.

A novel approach to achieve molecular switching in solid-state driving by thermal treatment: A photochromic zinc-coordination polymer

The molecular switching of complexes based on diarylethenes in a solid-state is their most frequently studied property. This switching becomes possible when the active carbon atoms acquire a suitable interatomic separation in the molecule. Even if the structural analysis may suggest conditions disfavouring the occurrence of such switching, it may still be enabled by post-synthetic modification of the sample, like dehydration. In the present study, a novel one-dimensional coordination polymer with composition {[Zn(μ3-HA)(H2O)3]·H2O}n (I) was prepared and characterized. In its solid state, however, its thiophene rings were arranged in the non-switchable conformation yielding a C···C separation 4.148(6) ? between the active carbon atoms. After fully dehydrating the sample, this interatomic separation decreased to 3.814 ?, making it susceptible to photochromism by UV radiation.