Question

Hexa 2,4 di-one on ozonolysis by using \(\mathrm{O}_{3} / \mathrm{CCl}_{4}\) following by \(\mathrm{H}_{2} \mathrm{O} / \mathrm{Zn}\) gives: (a) Acetaldehyde (b) Glyoxal (c) Formaldehyde (d) Both A and B

Short answer

(d) Both A and B. Acetaldehyde and Glyoxal are formed.

Step-by-step solution

Understand Ozonolysis

Ozonolysis is a reaction where ozone (\(\mathrm{O}_3\)) is used to cleave double bonds in alkenes or alkynes to form carbonyl compounds. The initial product is an ozonide, which can then be reduced using \(\mathrm{H}_2\mathrm{O}/\mathrm{Zn}\) or other reducing agents to yield aldehydes or ketones.

Analyze the Structure of Hexa-2,4-dione

Hexa-2,4-dione is a compound with the molecular formula \(\mathrm{C}_6\mathrm{H}_{10}\mathrm{O}_2\), containing ketones at the 2nd and 4th carbon positions. The name suggests that it has two ketone groups in its structure, likely involving 1,6-di-ketone setup, which means there's an alkyl group in between, likely isolated/connected in a cyclic manner.

Identify Reaction Sites in Hexa-2,4-dione

In hexane-2,4-dione, there might appear two ketone groups, but identify possible alkenes if any exists for ozonylysis considering the restrictions in the naming assume it has a carbon-long conjugative pattern to provide a structural conceptual compounding during reaction which can open for formation assessment upon activating the reagent and cleavage.

Predict Ozonolysis Products

Depending on molecular geometry, if a predicted ozonide ring are assumed post-cleavage producing associated aldehydes like a presumable calculated acetaldehyde linkage from the composed timing approximate setup.

Consider Potential Aldehydes Formed

The predicted ozonolysis pattern suggests likely acetaldehyde and other similar aldehyde-based molecules resulting from the cleavage near ketone-oriented positioning leading to probable aldehyde generation, tenuously in smaller molecules.

Determine the Multiple-Choice Answer

With the breakdown of the hexa-2,4-dione potential cleavage, choice (d) both acetaldehyde and glyoxal arrive, understanding plausible major carbonyl obtaining would reflect considering alternate potentialities suggest reviewing chemical formulative-derived instanced accounts lead accurately.

Key concepts

hexa-2,4-dione

Hexa-2,4-dione is a fascinating organic compound that contains two ketone groups. These ketone groups are located at the second and fourth carbon atom positions respectively as dictated by its naming convention. When visualizing the compound, you can imagine it as a six-carbon chain with oxygen double-bonded to carbon atoms number two and number four.

The structure suggests that there isn't simply a string of carbon atoms, but rather an arrangement that might be cyclic or includes alkyl groups that link these key functional zones. Understanding this arrangement is crucial, as it influences how the molecule reacts in chemical processes, such as ozonolysis.

carbonyl compounds

Carbonyl compounds are a class of organic molecules defined by a carbon-oxygen double bond, typically referred to as a carbonyl group. These are present in a variety of forms, including aldehydes and ketones, each having distinct properties and reactivity.

In the case of hexa-2,4-dione, the carbonyl groups are specifically in the form of ketones, which are typically found in the interior of a carbon chain. Carbonyl compounds are highly significant in organic chemistry due to their susceptibility to attack by nucleophiles, which makes them central to many chemical reactions, such as ozonolysis.

chemical reactions

Chemical reactions involving carbonyl compounds often focus on the transformation of the carbon-oxygen double bond, which is very reactive. In ozonolysis, the presence of ozone ( O}_3) transforms alkenes or alkynes into ozonides that can further be reduced to form carbonyl compounds like aldehydes and ketones.

This type of reaction is quite useful for cleaving carbon-carbon bonds selectively and is often employed in organic synthesis to pinpoint unsaturation in complex molecules or to generate smaller fragments from larger compounds. The specific products depend largely on the structure of the starting molecule.

aldehydes

Aldehydes are a specific type of carbonyl compound typically represented by the structure R-CHO, where R is a hydrogen atom or a hydrocarbon chain or ring. Unlike ketones, aldehydes have at least one hydrogen atom directly attached to the carbon of the carbonyl group.

In the ozonolysis of hexa-2,4-dione, aldehydes such as acetaldehyde can be formed. Understanding the formation and properties of aldehydes is important for anyone studying organic chemistry, as these compounds often feature in the synthesis of complex molecules and play significant roles in biochemical pathways.

reaction mechanisms

Reaction mechanisms are step-by-step descriptions of how a chemical reaction occurs on a molecular level. They provide crucial insights into the intermediate states, energy changes, and transitions that occur throughout the process.

In the context of ozonolysis, the reaction mechanism begins with the attack of ozone on a carbon-carbon double bond to form an unstable intermediate called an ozonide. This ozonide intermediate is then reduced using a reducing agent like H}_2 Zn").

The breakdown of the ozonide proceeds to form stable carbonyl compounds such as aldehydes or ketones, making the understanding of reaction mechanisms a pivotal component in mastering organic chemistry.