25796-78-5

Basic information

• Product Name: Cyclopenta[1,2-c:3,4-c']dithiophen-7-one
• Synonyms: Cyclopenta[1,2-c:3,4-c']dithiophen-7-one
• CAS NO: 25796-78-5
• Molecular Formula: C9H4OS2
• Molecular Weight: 192.25746
• Mol File: 25796-78-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cyclopenta[1,2-c:3,4-c']dithiophen-7-one(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopenta[1,2-c:3,4-c']dithiophen-7-one(25796-78-5)
• EPA Substance Registry System: Cyclopenta[1,2-c:3,4-c']dithiophen-7-one(25796-78-5)

Safety Data

• Hazardous Substances Data: 25796-78-5(Hazardous Substances Data)

Upstream product

• 5556-13-8 4,4′-dibromo-3,3′-bithiophene 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 530-62-1 1,1'-carbonyldiimidazole 

Relevant articles and documents

Rethinking Uncaging: A New Antiaromatic Photocage Driven by a Gain of Resonance Energy

Photoactivatable compounds for example photoswitches or photolabile protecting groups (PPGs, photocages) for spatiotemporal light control, play a crucial role in different areas of research. For each application, parameters such as the absorption spectrum, solubility in the respective media and/or photochemical quantum yields for several competing processes need to be optimized. The design of new photochemical tools therefore remains an important task. In this study, we exploited the concept of excited-state-aromaticity, first described by N. Colin Baird in 1971, to investigate a new class of photocages, based on cyclic, ground-state-antiaromatic systems. Several thio- and nitrogen-functionalized compounds were synthesized, photochemically characterized and further optimized, supported by quantum chemical calculations. After choosing the optimal scaffold, which shows an excellent uncaging quantum yield of 28 %, we achieved a bathochromic shift of over 100 nm, resulting in a robust, well accessible, visible light absorbing, compact new photocage with a clean photoreaction and a high quantum product (??Φ) of 893 M?1 cm?1 at 405 nm.

Selectivity of Br/Li exchange and deprotonation of 4,4′-dibromo-3, 3′-bithiophene for synthesis of symmetrical and unsymmetrical dithienoheteroaromatic rings

The novel selective synthesis of symmetrical and unsymmetrical dithienoheteroaromatic rings (DTHAs) has been developed via intramolecular cyclization of 4,4′-dibromo-3,3′-bithiophene (3). Four reaction conditions including n-BuLi/Et2O, n-BuLi/T