Transient phenomena in the pulse radiolysis of retinyl polyenes. 6. Radical ions of retinal homologues

Journal Article · Wed Feb 25 23:00:00 EST 1987 · J. Phys. Chem.; (United States)

DOI:https://doi.org/10.1021/j100289a035· OSTI ID:7042019

Bobrowski, K; Das, P K

The spectral and kinetic behaviors of radical ions of several retinal homologues possessing varying chain lengths have been examined by pulse radiolysis in acetone, tetrahydrofuran, alcohols, and aqueous micelles. The absorption maxima of radical ions shift progressively to lower energies as the number of double bonds is increased. The rate constants for protonation of radical anions in alcohols, and with 1,1,1,3,3,3-hexafluoro-2-propanol added as a reagent in tetrahydrofuran, show decreasing trends upon increasing the polyene chain length. A similar chain length dependence is also noted in the reactivity of polyenal radical cations with water, triethylamine, and bromide ion. The absorption spectra of C/sub 30/ aldehyde (8'-apo-..beta..-carotenal) radical anion in CTAB and Triton X-100 micelles suggest an alcohol-like nature of the environment probed by the long-chain polyenal. The radical anion decays via protonation by reaction with water, leading to the alcohol radical; the longer lifetime of the anion in CTAB than in Triton X-100 solution suggests that the cation pairing with the head groups in the former stabilizes the anion against its reactivity with water.

• Research Organization: Univ. of Notre Dame, IN
• OSTI ID: 7042019
• Journal Information: J. Phys. Chem.; (United States), Journal Name: J. Phys. Chem.; (United States) Vol. 91:5; ISSN JPCHA
• Country of Publication: United States
• Language: English

Related Subjects

38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
400600* -- Radiation Chemistry
ABSORPTION SPECTRA
ABSORPTION SPECTROSCOPY
ACETONE
ALCOHOLS
AMINES
AQUEOUS SOLUTIONS
BROMIDES
BROMINE COMPOUNDS
CHEMICAL BONDS
CHEMICAL RADIATION EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMISTRY
DATA
DECOMPOSITION
DISPERSIONS
DOUBLE BONDS
EXPERIMENTAL DATA
FURANS
HALIDES
HALOGEN COMPOUNDS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
INFORMATION
KETONES
KINETICS
LIFETIME
MICELLAR SYSTEMS
MIXTURES
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXYGEN COMPOUNDS
POLYENES
PULSE TECHNIQUES
RADIATION CHEMISTRY
RADIATION EFFECTS
RADICALS
RADIOLYSIS
REACTION KINETICS
SOLUTIONS
SPECTRA
SPECTROSCOPY
TETRAHYDROFURAN
WATER