1305330-26-0

Basic information

• Product Name: C₂₈H₂₁N₅O₂
• CAS NO: 1305330-26-0
• Molecular Weight: 459.507
• Mol File: 1305330-26-0.mol

Chemical Properties

• CAS DataBase Reference: C₂₈H₂₁N₅O₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₈H₂₁N₅O₂(1305330-26-0)
• EPA Substance Registry System: C₂₈H₂₁N₅O₂(1305330-26-0)

Safety Data

• Hazardous Substances Data: 1305330-26-0(Hazardous Substances Data)

Upstream product

• 100748-51-4 5-isopropyl-2H-cyclohepta[b]furan-2-one 
• 1305330-11-3 3-iodo-5-isopropyl-2H-cyclohepta[b]furan-2-one 
• 17573-94-3 4-ethynyl-N,N-dimethylaniline 
• 1305330-16-8 C₂₂H₂₁NO₂ 
• 670-54-2 ethenetetracarbonitrile 

Relevant articles and documents

Synthesis of redox-active, intramolecular charge-transfer chromophores by the [2+2] cycloaddition of ethynylated 2H-Cyclohepta[b]furan-2-ones with tetracyanoethylene

Ethynylated 2H-cyclohepta[b]furan-2-ones 5-15 have been prepared by Pd-catalyzed alkynylation of 3-iodo-5-isopropyl-2H-cyclohepta[b]furan-2-one (2) with the corresponding ethynylarenes or the reaction of 2-iodothiophene with 3-ethynyl-5-isopropyl-2H-cyclohepta[b]furan-2-one (4) under Sonogashira-Hagihara conditions. Compounds 5-15 reacted with tetracyanoethylene in a formal [2+2] cycloaddition reaction, followed by ring opening of the initially formed [2+2] cycloadducts, cyclobutenes, to afford the corresponding 1,1,4,4- tetracyanobutadienyl (TCBD) chromophores 16-26 in excellent yields. The intramolecular charge-transfer interactions between the 2H-cyclohepta[b]furan-2- one ring and TCBD acceptor moiety were investigated by UV/Vis spectroscopy and theoretical calculations. The redox behavior of the novel TCBD derivatives 16-26 was examined by cyclic voltammetry and differential pulse voltammetry, which revealed multistep electrochemical reduction properties, depending on the number of TCBD units in the molecule. Moreover, a significant color change was observed by UV/Vis spectroscopy under electrochemical reduction conditions.