873414-50-7

Upstream product

• 100-97-0 hexamethylenetetramine 
• 65625-34-5 7-hydroxy-3-methoxy-2-phenyl-4H-chromen-4-one 
• 24532-21-6 1-[4-(benzyloxy)-2-hydroxyphenyl]-3-phenyl-2-propen-1-one 
• 29682-12-0 1-[4-(benzyloxy)-2-hydroxyphenyl]ethanone 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 64-19-7 acetic acid 

Downstream Products

• 113163-68-1 3-methoxy-4-oxo-2-phenyl-4H-furo[2,3-h]chromene-8-carboxylic acid ethyl ester 
• 114889-32-6 3-methoxy-4-oxo-2-phenyl-4H-furo[2,3-h]chromene-8-carboxylic acid methyl ester 
• 521-88-0 karanjin 
• 725743-79-3 7,8-dihydroxy-3-methoxy-2-phenyl-chromen-4-one 
• 109504-10-1 3-methoxy-4-oxo-2-phenyl-4H-furo[2,3-h]chromene-8-carboxylic acid 

Relevant academic research and scientific papers

Single and double intramolecular proton transfers in the electronically excited state of flavone derivatives

In an attempt to create a flavone derivative able to take part in Excited State Intramolecular Double Proton Transfer (ESIDPT), we synthesized two carbonyl derivatives of 3,7-dihydroxyflavone, both containing two different proton-transfer sites as well as related carbonyl derivatives of 3-hydroxyflavone and 7-hydroxyflavone. All the examined hydroxyflavones were found to participate in the Excited State Intramolecular Proton Transfer (ESIPT). ESIPT which involves 3-hydroxyl and 4-carbonyl groups was found to have a higher barrier compared to ESIPT involving 7-hydroxyl and 6/8-carbonyl fragments. According to the data presented, 3,7-dihydroxy-2-phenyl-6-(3-phenylpropanoyl)-4H-chromen-4-one undergoes a two-stage ESIDPT with formation of an intermediate tautomer. This kind of ESIDPT leads to a tautomeric form with an abnormally low rate of radiative deactivation of the excited state, which conditions low fluorescence quantum yield. The behavior of 3,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde in the electronically excited state is similar to 3-hydroxyflavone derivatives, thus we conclude the occurrence of a single ESIPT in this compound.