Search
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_II_(Morsch_et_al.)/17%3A_Alcohols_and_Phenols/17.07%3A_Oxidation_of_AlcoholsSecondly, a proton on the (now positive) OH is transferred to one of the oxygens of the chromium, possibly through the intermediacy of the pyridinium salt. The next step is a concerted E2-like reactio...Secondly, a proton on the (now positive) OH is transferred to one of the oxygens of the chromium, possibly through the intermediacy of the pyridinium salt. The next step is a concerted E2-like reaction where a hydrogen is removed from the alcohol, the C=O bond is formed, an acetate group is eliminated from the iodine atom, and the iodine (V) atom gains two electrons to be reduced to iodine (III).
- https://chem.libretexts.org/Courses/can/CHEM_231%3A_Organic_Chemistry_I_Textbook/12%3A_Alcohols_and_Phenols/12.07%3A_Oxidation_of_AlcoholsIn the Dess–Martin oxidation, for instance, the first step involves a substitution reaction between the alcohol and the I(V) reagent to form a new periodinane intermediate, followed by expulsion of re...In the Dess–Martin oxidation, for instance, the first step involves a substitution reaction between the alcohol and the I(V) reagent to form a new periodinane intermediate, followed by expulsion of reduced I(III) as the leaving group. Biological alcohol oxidations are the opposite of biological carbonyl reductions and are facilitated by the coenzymes NAD + and NADP + . A base removes the –OH proton, and the alkoxide ion transfers a hydride ion to the coenzyme.
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(OpenStax)/17%3A_Alcohols_and_Phenols/17.07%3A_Oxidation_of_AlcoholsPerhaps the most valuable reaction of alcohols is their oxidation to give carbonyl compounds—the opposite of the reduction of carbonyl compounds to give alcohols. Primary alcohols are oxidized either ...Perhaps the most valuable reaction of alcohols is their oxidation to give carbonyl compounds—the opposite of the reduction of carbonyl compounds to give alcohols. Primary alcohols are oxidized either to aldehydes or carboxylic acids, and secondary alcohols are oxidized to ketones, but tertiary alcohols don’t normally react with most oxidizing agents.
- https://chem.libretexts.org/Workbench/LCDS_Organic_Chemistry_OER_Textbook_-_Todd_Trout/17%3A_Alcohols_and_Phenols/17.08%3A_Oxidation_of_AlcoholsIn the Dess–Martin oxidation, for instance, the first step involves a substitution reaction between the alcohol and the I(V) reagent to form a new periodinane intermediate, followed by expulsion of re...In the Dess–Martin oxidation, for instance, the first step involves a substitution reaction between the alcohol and the I(V) reagent to form a new periodinane intermediate, followed by expulsion of reduced I(III) as the leaving group. Biological alcohol oxidations are the opposite of biological carbonyl reductions and are facilitated by the coenzymes NAD + and NADP + . A base removes the –OH proton, and the alkoxide ion transfers a hydride ion to the coenzyme.
- https://chem.libretexts.org/Workbench/Chemistry_LHS_Bridge/15%3A_Alcohols_and_Phenols/15.08%3A_Oxidation_of_AlcoholsSecondly, a proton on the (now positive) OH is transferred to one of the oxygens of the chromium, possibly through the intermediacy of the pyridinium salt. The next step is a concerted E2-like reactio...Secondly, a proton on the (now positive) OH is transferred to one of the oxygens of the chromium, possibly through the intermediacy of the pyridinium salt. The next step is a concerted E2-like reaction where a hydrogen is removed from the alcohol, the C=O bond is formed, an acetate group is eliminated from the iodine atom, and the iodine (V) atom gains two electrons to be reduced to iodine (III).
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(Morsch_et_al.)/17%3A_Alcohols_and_Phenols/17.07%3A_Oxidation_of_AlcoholsSecondly, a proton on the (now positive) OH is transferred to one of the oxygens of the chromium, possibly through the intermediacy of the pyridinium salt. The next step is a concerted E2-like reactio...Secondly, a proton on the (now positive) OH is transferred to one of the oxygens of the chromium, possibly through the intermediacy of the pyridinium salt. The next step is a concerted E2-like reaction where a hydrogen is removed from the alcohol, the C=O bond is formed, an acetate group is eliminated from the iodine atom, and the iodine (V) atom gains two electrons to be reduced to iodine (III).
- https://chem.libretexts.org/Courses/Smith_College/CHM_222_Chemistry_II%3A_Organic_Chemistry_(2025)/09%3A_Alcohols_and_Phenols/9.08%3A_Oxidation_of_AlcoholsSecondly, a proton on the (now positive) OH is transferred to one of the oxygens of the chromium, possibly through the intermediacy of the pyridinium salt. The next step is a concerted E2-like reactio...Secondly, a proton on the (now positive) OH is transferred to one of the oxygens of the chromium, possibly through the intermediacy of the pyridinium salt. The next step is a concerted E2-like reaction where a hydrogen is removed from the alcohol, the C=O bond is formed, an acetate group is eliminated from the iodine atom, and the iodine (V) atom gains two electrons to be reduced to iodine (III).
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(Morsch_et_al.)/19%3A_Aldehydes_and_Ketones-_Nucleophilic_Addition_Reactions/19.03%3A_Oxidation_of_Aldehydes_and_KetonesOne of the classic methods for identifying aldehydes in the laboratory is through the use of Tollen’s reagent which consists of silver(I) ions dissolved in dilute ammonia. The mechanism of the Baeyer-...One of the classic methods for identifying aldehydes in the laboratory is through the use of Tollen’s reagent which consists of silver(I) ions dissolved in dilute ammonia. The mechanism of the Baeyer-Villiger oxidation has been studied extensively and is of interest because it involves a rearrangement step in which a substituent group (R) moves from a carbon to an oxygen.
- https://chem.libretexts.org/Courses/University_of_Alberta_Augustana_Campus/AUCHE_252_-_Organic_Chemistry_II/04%3A_Redox_Reactions/4.03%3A_Oxidation_of_AlcoholsSecondly, a proton on the (now positive) OH is transferred to one of the oxygens of the chromium, possibly through the intermediacy of the pyridinium salt. The next step is a concerted E2-like reactio...Secondly, a proton on the (now positive) OH is transferred to one of the oxygens of the chromium, possibly through the intermediacy of the pyridinium salt. The next step is a concerted E2-like reaction where a hydrogen is removed from the alcohol, the C=O bond is formed, an acetate group is eliminated from the iodine atom, and the iodine (V) atom gains two electrons to be reduced to iodine (III).
