Asked in FBISE Chemistry 2022 SLO — Paper 3 2022Moderate

What is the IUPAC name of alkene which will give propanone on Ozonolysis?

Correct answer: B. 2-Methyl-2-Butene

  • A. 2-Butene
  • B. 2-Methyl-2-Butene
  • C. 2-Pentene
  • D. 2-Methyl-2-Pentene

Explanation

The ozonolysis of 2-methyl-2-butene (also known as tert-butyl ethylene) proceeds as follows: The double bond in 2-methyl-2-butene reacts with ozone (O3) to form an ozonide intermediate.The ozonide intermediate then undergoes a reductive workup, typically using a reducing agent such as dimethyl sulfide (CH3)2S or zinc (Zn), to yield carbonyl compounds.The ozonolysis of 2-methyl-2-butene produces two different carbonyl compounds due to the branching of the molecule. One product is acetone (propanone), and the other is a ketone derived from the alkene's structure.

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About Alkenes

Alkenes are unsaturated hydrocarbons containing a carbon-carbon double bond with sigma and pi components and restricted rotation. Their reactions include electrophilic addition of hydrogen, halogens, hydrogen halides and water, with Markovnikov orientation, oxidation, combustion and polymerisation, while their preparation commonly involves elimination from alkyl halides or alcohols.

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