Practicing Success

Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Aldehydes, Ketones and Carboxylic Acids

Question:

Case: Read the passage and answer the following questions

Aldehydes and ketones are generally prepared by oxidation of primary and secondary alcohols. Dehydrogenation of alcohols gives aldehydes and ketones. Ozonolysis alkenes give aldehydes ketones or a mixture of both depending on the substitution pattern of the alkene. Aldehydes are prepared from acyl chloride, nitrile, esters and even from hydrocarbons by different kinds of oxidation. Ketones are prepared from benzene or its derivatives through Friedel-Crafts acylation reaction. Carboxylic acids are prepared from aldehydes and ketones on oxidation. Nitriles are hydrolysed to amides and then to carboxylic acids. It is even prepared using Grignard’s reagent.

What is the product of hydrolysis of ozonide of 1-butene?

Options:

Methanal

Ethanal

Propanal

Methanal and propanal

Correct Answer:

Methanal and propanal

Explanation:

The correct answer is option 4. Methanal and propanal.

Ozonolysis of 1-butene: When 1-butene undergoes ozonolysis, it reacts with ozone \((O_3)\) to form an ozonide intermediate. The ozonide is a cyclic molecule containing oxygen and carbon atoms. For 1-butene, the ozonide formed would have three oxygen atoms and four carbon atoms.

Hydrolysis of the Ozonide: The ozonide intermediate is unstable and can be cleaved by water (hydrolysis) to yield two carbonyl compounds. In the case of 1-butene, the ozonide would cleave to form two aldehydes: methanal (also known as formaldehyde) and propanal.

The overall reaction can be represented as follows:

So, the hydrolysis of the ozonide of 1-butene produces both methanal and propanal as the final products.