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Chapter 2: Problem 170

The compound which gives methanal, ethanal and glyoxal on ozonolysis is (a) Hexa-1,3-diene (b) Penta- 1,3 -diene (c) Penta- 1,4 -diene (d) Penta-1,2-diene

Short Answer

Expert verified
Answer: Penta-1,4-diene

Step by step solution

01

Option (a) Hexa-1,3-diene

The structure of this compound has six carbon atoms and two double bonds at the first and third positions. If we perform ozonolysis on this compound, two double bonds will be cleaved, leading to the formation of two aldehyde groups and two ketone [O], resulting in two molecules of acetaldehyde (~(CH_3CHO~)).
02

Option (b) Penta-1,3-diene

The structure of this compound has five carbon atoms and two double bonds at the first and third positions. Upon performing ozonolysis, it will produce two aldehyde groups and only one ketone[O], forming one molecule of methanal(~HCHO~) and one molecule of ethanal(~CH_3CHO~).
03

Option (c) Penta-1,4-diene

The structure of this compound has five carbon atoms and two double bonds at the first and fourth positions. During ozonolysis, the carbon-carbon double bonds will break and form an aldehyde group and two ketone[O], producing exactly one molecule of methanal(~HCHO~), one molecule of ethanal (~CH_3CHO~), and one molecule of glyoxal (~OCHCHO~). This is the compound we are looking for.
04

Option (d) Penta-1,2-diene

The structure of this compound has five carbon atoms and two double bonds at the first and second positions. Performing ozonolysis on this compound will result in two carbonyl groups[O] on the first carbon atom, making it unstable and not producing the correct products. Thus, the correct answer is: (c) Penta-1,4-diene

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Most popular questions from this chapter

A compound that decolourizes alkaline \(\mathrm{KMnO}_{4}\) and gives a red precipitate with ammoniacal cuprous chloride is (a) 1 -butyne (b) 1 -pentene (c) 2 -butyne (d) 2-pentyne

\(\mathrm{H}_{3} \mathrm{C}-\mathrm{C} \equiv \mathrm{CH}+\mathrm{CH}_{3} \mathrm{MgI} \longrightarrow(\mathrm{A})+\mathrm{CH}_{4}\) \((\mathrm{A})+\mathrm{CH}_{3} \mathrm{I} \longrightarrow(\mathrm{B})+\mathrm{MgI}_{2}\) (A) and (B) are (a) \(\mathrm{H}-\mathrm{C} \equiv \mathrm{C}-\mathrm{MgI}\) and \(\mathrm{CH}_{4}\) (b) \(\mathrm{H}_{3} \mathrm{C}-\mathrm{C} \equiv \mathrm{C}-\mathrm{CH}_{3}\) and \(\mathrm{CH}_{4}\) (c) \(\mathrm{CH}_{3}-\mathrm{C} \equiv \mathrm{C}-\mathrm{MgI}\) and \(\mathrm{CH}_{3}-\mathrm{C} \equiv \mathrm{C}-\mathrm{CH}_{3}\) (d) \(\mathrm{H}_{3} \mathrm{C}-\mathrm{C} \equiv \mathrm{C}-\mathrm{I}\) and

Among the following which has the shortest C-C single bond length? (a) \(\mathrm{H}_{3} \mathrm{C}-\mathrm{CH}_{3}\) (b) \(\mathrm{H}_{2} \mathrm{C}=\mathrm{CH}-\mathrm{CH}=\mathrm{CH}_{2}\) (c) \(\mathrm{HC} \equiv \mathrm{C}-\mathrm{C} \equiv \mathrm{CH}\) (d) \(\mathrm{H}_{2} \mathrm{C}=\mathrm{CH}-\mathrm{CH}_{2}-\mathrm{CH}_{3}\)

Which of the following is the correct statement? (a) Acetylene is less reactive than ethylene in electrophilic addition reaction. (b) The hydrolysis of \(\mathrm{Mg}_{2} \mathrm{C}_{3}\) (Magnesium carbide) produces acetylene. (c) Ozonolysis of acetylene produces \(\mathrm{CO}_{2}\) and \(\mathrm{H}_{2} \mathrm{O}\). (d) Reduction of dialkyl acetylene using Lindlar's catalyst gives a trans olefin.

A reaction that does not lead to an alkene is (a) Kolbe's electrolysis (b) \(\alpha\) -elimination (c) Wittig reaction (d) dehalogenation
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