TY - JOUR
T1 - The concurrence of photoreduction and bromination of 1,4-benzoquinone in aqueous solution
AU - Li, Nan
AU - Green, James R.
AU - Wang, Jichang
PY - 2007/10/25
Y1 - 2007/10/25
N2 - The 1,4-benzoquinone-bromine photoreaction is investigated with UV/Vis spectroscopy, mass spectrometry, and 1H NMR methods. The absorption and mass spectra suggest that 1,4-benzoquinone in aqueous solution reacts with bromine only in the presence of light, which leads to the production of brominated-1,4-hydroquinones. Parallel experiments performed with illuminated and unilluminated 1,4-hydroquinone-bromine reactions indicate that the bromination of the benzene ring takes place during rather than after the photoreduction of 1,4-benzoquinone. The results provide an explanation for the subtle photosensitivity seen in a number of acidic bromate-aromatic compound reactions.
AB - The 1,4-benzoquinone-bromine photoreaction is investigated with UV/Vis spectroscopy, mass spectrometry, and 1H NMR methods. The absorption and mass spectra suggest that 1,4-benzoquinone in aqueous solution reacts with bromine only in the presence of light, which leads to the production of brominated-1,4-hydroquinones. Parallel experiments performed with illuminated and unilluminated 1,4-hydroquinone-bromine reactions indicate that the bromination of the benzene ring takes place during rather than after the photoreduction of 1,4-benzoquinone. The results provide an explanation for the subtle photosensitivity seen in a number of acidic bromate-aromatic compound reactions.
UR - http://www.scopus.com/inward/record.url?scp=35248832682&partnerID=8YFLogxK
U2 - 10.1016/j.cplett.2007.09.025
DO - 10.1016/j.cplett.2007.09.025
M3 - Article
AN - SCOPUS:35248832682
SN - 0009-2614
VL - 447
SP - 241
EP - 246
JO - Chemical Physics Letters
JF - Chemical Physics Letters
IS - 4-6
ER -