137814-10-9

Basic information

• Product Name: Benzo[b]thiophene, 3,3'-(3,3,4,4-tetrafluoro-1-cyclobutene-1,2-diyl)bis[2-methyl-
• CAS NO: 137814-10-9
• Molecular Formula: C22H14F4S2
• Molecular Weight: 418.479
• Mol File: 137814-10-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzo[b]thiophene, 3,3'-(3,3,4,4-tetrafluoro-1-cyclobutene-1,2-diyl)bis[2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzo[b]thiophene, 3,3'-(3,3,4,4-tetrafluoro-1-cyclobutene-1,2-diyl)bis[2-methyl-(137814-10-9)
• EPA Substance Registry System: Benzo[b]thiophene, 3,3'-(3,3,4,4-tetrafluoro-1-cyclobutene-1,2-diyl)bis[2-methyl-(137814-10-9)

Safety Data

• Hazardous Substances Data: 137814-10-9(Hazardous Substances Data)

Upstream product

• 10243-15-9 3-bromo-2-methylbenzo[b]thiophene 
• 697-11-0 hexafluorocyclobut-1-ene 

Relevant articles and documents

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.