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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.
Potassium permanganate (KMnO 4) is a dark violet colored powder. Its reaction with glycerol (commonly known as glycerin or glycerine) (C 3 H 5 (OH) 3) is highly exothermic, resulting rapidly in a flame, along with the formation of carbon dioxide and water vapour:
For example, addition of potassium permanganate to an aqueous solution of sugar and sodium hydroxide produces the chemical chameleon reaction, which involves dramatic color changes associated with the various oxidation states of manganese. A related vigorous reaction is exploited as a fire starter in survival kits.
A permanganate (/ p ər ˈ m æ ŋ ɡ ə n eɪ t, p ɜːr-/) [1] is a chemical compound with the manganate(VII) ion, MnO − 4, the conjugate base of permanganic acid.Because the manganese atom has a +7 oxidation state, the permanganate(VII) ion is a strong oxidising agent.
Glycol cleavage is a specific type of organic chemistry oxidation. The carbon–carbon bond in a vicinal diol (glycol) is cleaved and instead the two oxygen atoms become double-bonded to their respective carbon atoms. Depending on the substitution pattern in the diol, these carbonyls will be ketones and/or aldehydes. [1]
The direct oxidation of primary alcohols to carboxylic acids normally proceeds via the corresponding aldehyde, which is transformed via an aldehyde hydrate (R−CH(OH) 2) by reaction with water before it can be further oxidized to the carboxylic acid. Mechanism of oxidation of primary alcohols to carboxylic acids via aldehydes and aldehyde hydrates
Chemical chameleon reaction. The chemical chameleon is a redox reaction, well known from classroom demonstrations, that exploits the dramatic color changes associated with the various oxidation states of manganese.
Oxidative annulation of alkenols to form six-membered rings may be accomplished with PCC. This process is postulated to occur via initial oxidation of the alcohol, attack of the alkene on the new carbonyl, then re-oxidation to a ketone. Double-bond isomerization may occur upon treatment with base as shown below. [1]