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The Journal of Physical Chemistry A

The Journal of Physical Chemistry A

IF: 2.7
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One-Electron Oxidation of Alcohols by the 1,3,5-Trimethoxybenzene Radical Cation in the Excited State during Two-Color Two-Laser Flash Photolysis

Published:13 February 2007 DOI: 10.1021/jp0669658 PMID: 17295459
Xichen Cai, Masanori Sakamoto, Mamoru Fujitsuka, Tetsuro Majima

Abstract

One-electron oxidation of alcohols such as methanol, ethanol, and 2-propanol by 1,3,5-trimethoxybenzene radical cation (TMB?+) in the excited state (TMB?+*) was observed during the two-color two-laser flash photolysis. TMB?+ was formed by the photoinduced bimolecular electron-transfer reaction from TMB to 2,3,5,6-tetrachlorobenzoquinone (TCQ) in the triplet excited-state during the first 355-nm laser flash photolysis. Then, TMB?+* was generated from the selective excitation of TMB?+ during the second 532 nm laser flash photolysis. Hole transfer rate constants from TMB?+* to methanol, ethanol, and 2-propanol were calculated to be (5.2 ± 0.5) × 1010, (1.4 ± 0.3) × 1011, and (3.2 ± 0.6) × 1011 M-1 s-1, respectively. The order of the hole transfer rate constants is consistent with oxidation potentials of alcohol. Formation of TCQH radical (TCQH?) with a characteristic absorption peak at 435 nm was observed in the microsecond time scale, suggesting that deprotonation of the alcohol radical cation occurs after the hole transfer and that TCQ radical anion (TCQ?-), generated together with TMB?+ by the photoinduced electron-transfer reaction, reacts with H+ to give TCQH?.

Substances (5)

Related products
Procduct Name CAS Molecular Formula Supplier Price
Isopropyl alcohol 67-63-0 C3H8O 1647 suppliers $7050.00
Methanol 67-56-1 CH4O 833 suppliers $9.00-$7620.00
Ethanol 64-17-5 C2H6O 806 suppliers $10.00-$17310.00
1,3,5-Trimethoxybenzene 621-23-8 C9H12O3 593 suppliers $7.00-$4173.48
3,3',5,5'-Tetramethylbenzidine dihydrochloride 64285-73-0 C16H21ClN2 305 suppliers $20.00-$945.95

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