Q.Give the chemical equations for the steps involved in the ozonolysis of propene.
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Start your 14-day free trial to unlock the full solution →Ozonolysis breaks the C=C double bond of propene into two carbonyl fragments — formaldehyde and acetaldehyde — via an unstable ozonide intermediate that is reductively cleaved with Zn/H2O.
Step 1 — Formation of the molozonide (initial ozone addition):
Ozone (O3) adds across the C=C double bond of propene (CH3–CH=CH2) to first form an unstable cyclic molozonide (1,2,3-trioxolane):
CH3–CH=CH2 + O3 → molozonide (cyclic 5-membered ring with three oxygens bridging the former double-bond carbons)
Step 2 — Rearrangement to the ozonide:
The molozonide is highly unstable and immediately rearranges (via ring-opening to a carbonyl + carbonyl oxide, which then recombine) into the more stable cyclic ozonide (1,2,4-trioxolane):
Molozonide → Ozonide (a 5-membered ring: –O–CH(CH3)–O–O–CH2–, with the two former alkene carbons now each bonded to two oxygens of the ring)
Step 3 — Hydrolytic cleavage (work-up) with Zn dust / H2O:
The ozonide is then decomposed with water in the presence of zinc dust (a mild reducing agent, added to prevent further oxidation of the products to carboxylic acids/H2O2). This cleaves the ring at the O–O bond and splits the original C=C into two separate carbonyl compounds:
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