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Alcohol oxidation is a collection of oxidation reactions in organic chemistry that convert alcohols to aldehydes, ketones, carboxylic acids, and esters. The reaction mainly applies to primary and secondary alcohols. Secondary alcohols form ketones, while primary alcohols form aldehydes or carboxylic acids. [1] A variety of oxidants can be used.
The halogens form many binary, diamagnetic interhalogen compounds with stoichiometries XY, XY 3, XY 5, and XY 7 (where X is heavier than Y), and iodine is no exception. Iodine forms all three possible diatomic interhalogens, a trifluoride and trichloride, as well as a pentafluoride and, exceptionally among the halogens, a heptafluoride.
The mechanism of carbonyl oxidation by iodine(III) reagents varies as a function of substrate structure and reaction conditions, but some generalizations are possible. Under basic conditions, the active iodinating species are iodine(III) compounds in which any relatively acidic ligands on iodine (such as acetate) have been replaced by alkoxide. [1]
These iodine compounds are hypervalent because the iodine atom formally contains in its valence shell more than the 8 electrons required for the octet rule. Hypervalent iodine oxyanions are known for oxidation states +1, +3, +5, and +7; organic analogues of these moieties are known for each oxidation state except +7.
This is an accepted version of this page This is the latest accepted revision, reviewed on 9 January 2025. This article is about the chemical element. For other uses, see Iodine (disambiguation). Chemical element with atomic number 53 (I) Iodine, 53 I Iodine Pronunciation / ˈ aɪ ə d aɪ n, - d ɪ n, - d iː n / (EYE -ə-dyne, -din, -deen) Appearance lustrous metallic gray solid, black ...
Due to the strongly alkaline reaction conditions, aldehydes that have alpha hydrogen atom(s) instead undergo deprotonation there, leading to enolates and possible aldol reactions. Under ideal conditions the reaction produces 50% of both the alcohol and the carboxylic acid (it takes two aldehydes to produce one acid and one alcohol). [5]
The term alcohol originally referred to the primary alcohol ethanol (ethyl alcohol), which is used as a drug and is the main alcohol present in alcoholic drinks. The suffix -ol appears in the International Union of Pure and Applied Chemistry (IUPAC) chemical name of all substances where the hydroxyl group is the functional group with the ...
The classic Finkelstein reaction entails the conversion of an alkyl chloride or an alkyl bromide to an alkyl iodide by treatment with a solution of sodium iodide in acetone. Sodium iodide is soluble in acetone while sodium chloride and sodium bromide are not; [ 3 ] therefore, the reaction is driven toward products by mass action due to the ...