107058-33-3

Basic information

• Product Name: (2E)-1-(4-chlorocyclopenta-1,3-dien-1-yl)-3-[4-(dimethylamino)phenyl]prop-2-en-1-one
• Synonyms: (2E)-1-(4-chlorocyclopenta-1,3-dien-1-yl)-3-[4-(dimethylamino)phenyl]prop-2-en-1-one
• CAS NO: 107058-33-3
• Molecular Weight: 291.801
• Mol File: 107058-33-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2E)-1-(4-chlorocyclopenta-1,3-dien-1-yl)-3-[4-(dimethylamino)phenyl]prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-1-(4-chlorocyclopenta-1,3-dien-1-yl)-3-[4-(dimethylamino)phenyl]prop-2-en-1-one(107058-33-3)
• EPA Substance Registry System: (2E)-1-(4-chlorocyclopenta-1,3-dien-1-yl)-3-[4-(dimethylamino)phenyl]prop-2-en-1-one(107058-33-3)

Safety Data

• Hazardous Substances Data: 107058-33-3(Hazardous Substances Data)

Upstream product

• 6310-09-4 2-acetyl-5-chlorothiophene 
• 100-10-7 4-dimethylamino-benzaldehyde 

Relevant articles and documents

Solvatochromism and intramolecular charge transfer in dialkylamino-substituted halogenated thienyl chalcone analogues

Herein, we present the study of two complementary intramolecular charge transfer (ICT) transitions in two sets of dialkylamino-substituted halogenated thienyl chalcones. We demonstrate that while the first (and stronger) ICT takes place from the 4-(dialkylamino)phenyl moiety to the enone, the second ICT involves the thienyl substituent as the donor. The former is evidenced by a robust solvatochromic shift in both absorption and emission spectra, implying a large increase in the dipole moment upon excitation to the lowest excited state. The latter, a short-range ICT process, is confirmed upon photoexcitation of the higher energy bands, and its enhancement by the larger polarizability of the iodine substituent. With the help of (TD)-DFT calculations and the solvatochromic method, we quantified the extent of these effects and set the stage for further developments towards the design of new chalcone-based dyes. We demonstrated that theoretical calculations allow fine-tuning the sensitive balance between these complementary ICT processes.