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2880831 
Journal Article 
Excited state intramolecular proton transfer in 4-hydroxy-3-formylbenzoic acid at room temperature and 77 K 
Banerjee, D; Mandal, A; Mukherjee, S 
2003 
Yes 
Journal of the Indian Chemical Society
ISSN: 0019-4522 
INDIAN CHEMICAL SOC 
CALCUTTA 
80 
5 
473-478 
English 
WOS:000183599400010 
The absorption and emission properties of 4-hydroxy-3-formylbenzoic acid (HFBA) have been studied in some nonpolar and weakly polar solvents in relation to 4-methyl-2,6-diformylphenol (MFOH) at room temperature and 77 K. The excited state intramolecular proton transfer (ESIPT) is evidenced by a large Stokes shifted emission (similar to11448 cm(-1)) which is likely to originate from the enol tautomer. The stable molecular structure in the ground state of HFBA is found to be an intramolecularly hydrogen bonded closed conformer from which proton transfer takes place in the first excited singlet (SI) state. Proton transfer in the ground and excited state of HFBA has also been studied in dioxane/cyclohexane and tetrahydrofuran/cyclohexane solvent mixtures using steady state spectroscopy. At 77 K, HFBA exhibits phosphorescence in dioxane and only in presence of a base in n-hexane and 3-methylpenpruetane (3MP). It has been proposed that like MFOH, phosphorescence occurs due to the rotation of the formyl group present in HFBA.< 
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