Conformation and Reaction of Stereoisomeric Radicals Trapped in Irradiated <i>cis</i>- and <i>trans</i>-Cyclohexane−1,2-diol

The γ‐radiolysis of ethylene glycol, meso‐erythritol, 2‐deoxy‐ribose, and alkyl phosphates has been studied in diluted (10−2 M), N2 O‐saturated, deoxygenated aqueous solutions. Products and their G values have been determined. Reaction schemes were derived from complete material balances. In the polyols the primary attack of the radiolytically formed OH radicals and H atoms leads to α, β‐dihydroxyalkyl radicals (A) which eliminate water to give substituted α‐carbonyl‐methyl radicals: (B) Disproportionation reactions of the radicals A and B yield products having the structural units COCHOH and COCH2 —. In ethylene glycol a chain reaction is induced, radical B abstracts a hydrogen from ethylene glycol to give acetaldehyde and radical A. In 2‐deoxy‐ribose the major attack is at C‐1. Products from this radical are 2‐deoxy‐ribonic acid and 2,5‐dideoxy‐ribonic acid. In the formation of the latter a rearrangement is involved. With trimethyl phosphate, the reaction of the solvated electron is only small (2 × 10s 1/mole sec), as shown by pulse radiolysis. Dimethyl and methyl phosphates do not react with the solvated electron to a measurable extent. The attack of the OH radical apparently leads to a cleavage of the alkyl phosphate linkage.

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3.1.4.4.1 Homocyclic compounds

Fischer¹,

Paul²

Landolt-Börnstein - Group II Molecules and Radicals

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Conformation and Reaction of Stereoisomeric Radicals Trapped in Irradiated cis- and trans-Cyclohexane−1,2-diol

Abstract: Articles you may be interested inTheoretical prediction of nuclear magnetic shieldings and indirect spin-spin coupling constants in 1,1-, cis-, and trans-1,2-difluoroethylenes

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A Critical Evaluation of the Concept of Fluorine Hyperconjugation

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3.1.4.4.1 Homocyclic compounds

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