Organic Ozonides – How They Form, How They React

Chemistry
As you might guess, organic ozonides may be derived from ozone. So let's first consider the nature of ozone. The ozone molecule, O3 is bent and unstable. It is polarized and is quick to react with unsaturated molecules, notably alkenes and alkynes. The image provided illustrates the result. What, however, is the mechanism producing the result in a typical case?¹ Initially, all three oxygen molecules add to the alkene on the same side of what was previously a double bond. This structure, however, is a transient intermediate, which rearranges to form the ozonide structure. Ozonides are relatively stable. However, they can be readily split to yield a pair of carbonyl compounds. Organic Ozonides in Synthesis Some ozonides are explosive, so they are seldom isolated. However, ozonides can be made to…
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Keto Enol Tautomerism

Chemistry
Is the term keto enol tautomerism familiar to you? If not, give attention to the ensuing discussion. Organic chemistry would be of no value if not for multiple bonds and functional groups.  Such groups impart the reactivity needed to sustain life. One attachment is carbonyl (–C=O). Tautomerism Given the right environment, atoms of a carbonyl group tautomerize. That is, they can exchange a proton (hydrogen). In so doing a π-bond is formed or disappears. The carbonyl or keto form assumes the alkene-alcohol or enol form, or vice versa. For acetone, the two forms are, CH3–(C=O)–CH3 keto form CH2=C(OH)–CH3 enol form See the image above. [sc name="MidArticleAdsense"] Both Aldehydes and Ketones Participate A ketone has its carbonyl carbon atom linked to two other carbon atoms. An aldehyde has its carbonyl carbon…
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