/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} Problem 167 Number of products obtained on o... [FREE SOLUTION] | 91Ó°ÊÓ

91Ó°ÊÓ

Number of products obtained on ozonolysis of 1,2 -dimethyl benzene is

Short Answer

Expert verified
No products are obtained from ozonolysis of 1,2-dimethyl benzene.

Step by step solution

01

Understanding Ozonolysis

Ozonolysis is a reaction where an alkene or alkyne is treated with ozone (O_3) to break the double bond, usually forming carbonyl compounds such as aldehydes or ketones. In the case of aromatic compounds like benzene derivatives, the reaction can be more complex.
02

Identifying the Compound

The compound given is 1,2-dimethyl benzene, which is an aromatic compound known as ortho-xylene. This molecule consists of a benzene ring with two methyl groups attached to adjacent carbon atoms on the ring.
03

Ozonolysis of Aromatic Compounds

Aromatic compounds like benzene derivatives are typically resistant to normal ozonolysis of their rings. However, ozonolysis can target external double bonds or side chains when present. In this case, the side chains (methyl groups) will undergo the reaction, if at all possible.
04

Applying Ozonolysis to 1,2-Dimethyl Benzene

In the case of 1,2-dimethyl benzene, the methyl groups are directly attached to the benzene ring and do not form isolated double bonds susceptible to typical ozonolysis under mild conditions. Therefore, no traditional ozonolysis products are expected directly from these methyl groups.
05

Conclusion

Since the benzene ring itself does not react under usual ozonolysis conditions and there are no double bonds to be cleaved in the side chains under these conditions, the number of products obtained is effectively zero.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with 91Ó°ÊÓ!

Key Concepts

These are the key concepts you need to understand to accurately answer the question.

1,2-dimethyl benzene
1,2-dimethyl benzene, also commonly known as ortho-xylene, is an organic compound that consists of a benzene ring with two methyl groups attached to it. These methyl groups are located on adjacent carbon atoms, giving it the '1,2-' designation. The molecule is a type of aromatic hydrocarbon, a classification that stems from its possession of a conjugated ring system. Aromatic compounds are known for their stability, which is largely attributed to the delocalization of electrons within the ring structure. This stability plays a significant role in chemical reactions, as it tends to resist reactions that would disrupt the aromatic nature of the compound, such as simple ozonolysis. Understanding the structure and properties of 1,2-dimethyl benzene is essential when predicting its behavior in various chemical contexts, especially reactions like ozonolysis.
aromatic compounds
Aromatic compounds, a class of unsaturated cyclic hydrocarbons, are characterized by their stable ring of atoms and delocalized \pi-electron clouds. This class includes well-known structures like benzene, toluene, and many derivatives. The unique stability of these compounds is due to a concept known as aromaticity. Aromaticity is governed by Huckel's rule, which states that a planar cyclic molecule will be aromatic if it has \(4n + 2\) \pi\ electrons.
Aromatic compounds like benzene derivatives don't easily participate in addition reactions, which would typically break the ring's \pi\-electron delocalization. Instead, they undergo substitution reactions, where an atom in the ring is replaced but the overall stability and aromatic nature remains. In reactions such as ozonolysis, which generally target less stable double bonds, aromatic compounds often remain intact unless specific conditions or catalysts are employed.
  • Strong aromatic bond - leading to resistance against breakage.
  • Stability through delocalized electrons.
  • Typical reaction type: Electrophilic substitution rather than addition.
ortho-xylene
Ortho-xylene is one of the three isomers of dimethylbenzene. The term 'ortho' indicates the proximity of the two methyl groups on the benzene ring—they are adjacent to each other. This structural arrangement impacts the chemical behavior of the compound. Being part of the aromatic compound family, ortho-xylene benefits from the stability inherent to the benzene ring.
Despite having methyl groups present, in typical reactions like ozonolysis under mild conditions, these side chains remain unaffected because they don't form double bonds susceptible to such reactions. Thus, ortho-xylene demonstrates the behavior typical of aromatic compounds—resistant to reactions that disrupt the aromatic system. However, under strong oxidative conditions, the side chains could potentially react, but such scenarios are not common in small-scale laboratory syntheses.
reaction products analysis
To analyze reaction products effectively, especially in complex reactions like ozonolysis, it is crucial to understand both the reactant structure and the reaction conditions. Ozonolysis typically cleaves double or triple bonds in a molecule to form carbonyl products. But in the case of aromatic compounds like ortho-xylene, these structural components do not possess simple alkene-like double bonds. Therefore, under standard ozonolysis conditions, one should not expect the customary splitting into aldehydes or ketones.
Since ortho-xylene's ring remains stable and the methyl groups do not form receptor sites for ozone under mild conditions, the reaction effectively yields no typical ozonolysis products. For students studying this concept, it's just as important to note when no reaction occurs as it is to understand what products may form. This realization helps in understanding the nuances of chemical reactions involving aromatic hydrocarbons.

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

The reagent(s) of choice for conversion of propene to methylcyclopropane is /are (a) \(\mathrm{CH}_{2} \mathrm{~N}_{2} /\) ether (b) \(\mathrm{CH}_{2} \mathrm{I}_{2}\) (c) \(\mathrm{CH}_{2} \mathrm{I}_{2} / \mathrm{Zn}\) (d) \(\mathrm{CH}_{3} \mathrm{I} / \mathrm{NaOH}\)

Which of the following gives glyoxal as one of the product on ozonolysis?

Compound (A) on bromination gives (B), which gives (C) with alcoholic KOH. (C) decolouries \(1 \%\) alkaline \(\mathrm{KMnO}_{4}\) solution and on ozonolysis, it gives two molecules of smallest carbonyl compound. Compound (A) will be (a) \(\mathrm{C}_{2} \mathrm{H}_{2}\) (b) \(\mathrm{C}_{2} \mathrm{H}_{4}\) (c) \(\mathrm{C}_{2} \mathrm{H}_{6}\) (d) \(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{Cl}\)

When cyclohexadiene (A) reacts with \(\mathrm{Br}_{2^{\prime}}\) a mixture of cis- and trans-1, 2 -addition products is formed (in addition to other products). However, when cyclohexene (B) reacts with \(\mathrm{Br}_{2}\) under identical conditions, only trans product is observed. What is the best explanation for the observed difference in stereochemistry of the addition? (a) The cis and trans products are the result of aromaticity in the cyclic TS for reaction of A. In \(B\) there are only four electrons in TS, and cyclic TS is destabilised. (b) Reaction of A proceeds through an intermediate that has an \(\mathrm{sp}^{3}\) -hybridised carbocation, while the analogous intermediate in reaction of B has sp-hybridised carbocation. (c) Both reactions occur through bromonium ions, but because of planarity enforced by neighbouring double bond, cis addition is not sterically hindered in A. (d) B reacts through a bromonium ion intermediate, while A does through an allyl cation.

Aqueous solution of which of the following compounds is electrolysed, when acetylene gas is obtained? (a) Sodium fumerate (b) Sodium maleate (c) Sodium acetate (d) Calcium carbide

See all solutions

Recommended explanations on Chemistry Textbooks

View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.