/*! 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 51 1,2-Diethylbenzene on ozonolysis... [FREE SOLUTION] | 91Ó°ÊÓ

91Ó°ÊÓ

1,2-Diethylbenzene on ozonolysis gives..........different products (a) 1 (b) 2 (c) 3 (d) 4

Short Answer

Expert verified
(b) 2

Step by step solution

01

Identify the Structure of 1,2-Diethylbenzene

1,2-Diethylbenzene consists of a benzene ring with two ethyl groups (-CH2CH3) attached to adjacent carbon atoms of the ring.
02

Understand Ozonolysis Process

Ozonolysis is a process that cleaves the carbon-carbon double bonds in a molecule. In benzene derivatives, the alkyl groups attached to the benzene ring are usually the sites for ozonolysis, specifically affecting any double or pi bonds present within side chains.
03

Apply Ozonolysis to 1,2-Diethylbenzene

For 1,2-Diethylbenzene, ozonolysis typically targets the carbon-carbon bonds within the ethyl groups. Ozonolysis will cleave each ethyl group at the bond between the carbon attached to the benzene and the next carbon in the chain.
04

Identify the Reaction Products

Ozonolysis of each ethyl group will yield two carbonyl compounds per ethyl group: one molecule of formaldehyde (HCHO) and one molecule of acetaldehyde (CH3CHO). Since there are two ethyl groups, a total of 2 formaldehyde and 2 acetaldehyde molecules will form.
05

Count the Unique Products Formed

The unique products formed from this ozonolysis reaction are formaldehyde and acetaldehyde. Ozonolysis of 1,2-Diethylbenzene does not result in any additional unique products, so the total number of different products is two.

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.

Ozonolysis
Ozonolysis is a fascinating chemical reaction used primarily in organic chemistry to break carbon-carbon double bonds in organic compounds. It utilizes ozone (\(O_3\)) as a reagent, and the process involves adding this ozone molecule to break open the unsaturated bonds, specifically those involving pi bonds or double bonds. During ozonolysis, ozone reacts with these bonds, forming ozonides, which are then typically reduced to form simpler carbonyl compounds. This reaction is well-regarded for its efficiency in revealing hidden carbonyl structures in complex organic molecules. With aromatic compounds such as derivatives of benzene, ozonolysis most effectively targets side chains with double bonds.
  • Ozonolysis is valuable for identifying structural elements in organic compounds.
  • It breaks down materials into smaller, more manageable carbon-containing groups.
  • The technique is commonly used for structural elucidation in the lab.
1,2-Diethylbenzene
1,2-Diethylbenzene is a specific aromatic compound where two ethyl groups are attached to a benzene ring. These ethyl groups are connected to adjacent carbon atoms on the ring, giving it the 1,2 designation, indicating their positions. This type of compound retains the aromatic properties of benzene while the ethyl groups display typical alkane characteristics.
Because the benzene ring is aromatic and typically resistant to ozonolysis, any reactions will particularly focus on the alkyl side chains. In ozonolysis, the ethyl groups act as primary sites of reaction, and the pi or double bonds in these alkyl chains are cleaved, leading to the formation of simpler molecules.
As ozonolysis progresses, these side chains are selectively broken down, resulting in useful smaller compounds.
Carbonyl Compounds
After the bonds in 1,2-Diethylbenzene are cleaved through ozonolysis, carbonyl compounds are formed. These compounds are characterized by a carbon atom double-bonded to an oxygen atom, represented as C=O, which is known as the carbonyl group. They are essential in organic chemistry due to their reactivity and prevalence in various organic mechanisms.
Carbonyl compounds are divided mainly into aldehydes and ketones, depending on what else is connected to the carbonyl carbon. For example, in the ozonolysis of 1,2-Diethylbenzene, the two central products are formaldehyde and acetaldehyde, which are both forms of aldehydes.
  • Carbonyls are a functional group in a wide range of compounds.
  • They play a key role in synthesis and degradation reactions.
Formaldehyde
Formaldehyde is the simplest of the aldehydes, with the formula HCHO or CH2O. It contains one carbon atom, bonded to a hydrogen and an oxygen (forming a double bond), and another hydrogen, giving it its name as an aldehyde. In ozonolysis, every cleaved ethyl group from 1,2-Diethylbenzene results in the formation of one molecule of formaldehyde.
Formaldehyde serves as an important building block in organic chemistry and is also known for its role in producing resins and various industrially significant compounds. It can also participate easily in further reactions, given its reactive carbonyl group.
Acetaldehyde
Acetaldehyde is another product of the ozonolysis of 1,2-Diethylbenzene. With the chemical formula CH3CHO, it consists of a carbonyl group flanked by a methyl group and a hydrogen atom. Like formaldehyde, it is an aldehyde, but slightly larger with one additional carbon atom.
Acetaldehyde is a crucial intermediate in the manufacture of many chemicals and is known for its role in biological processes. During ozonolysis, each ethyl side chain contributes one molecule of acetaldehyde alongside formaldehyde, accounting for the primary organic reactions involved in this chemical breakdown. The presence of acetaldehyde along with other carbonyl compounds makes this reaction significant in showcasing the potential product diversity from ozonolysis.

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

What is the molecular weight of a compound that undergoes an aldol self- condensation reaction and whose dehydrated product has a molecular weight of \(70 ?\) (a) 35 (b) 44 (c) 49 (d) 58

The yield of ester in esterification can be increased by $$\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH}+\mathrm{CH}_{3} \mathrm{COOH} \rightleftharpoons \mathrm{CH}_{3} \mathrm{COOCH}_{2} \mathrm{CH}_{3}+\mathrm{H}_{2} \mathrm{O}$$ (a) removing water (b) taking ethanol in excess (c) taking acetic acid in excess (d) all the above factors

What should be the product when ethylmethyl ketone is treated with peracetic acid (a) Ethyl acetate (b) Methyl propanoate (c) Both (a) and (b) (d) Only acetic acid

Amides undergo hydrolysis to yield carboxylic acid plus amine on heating in either aqueous acid or aqueous base. The conditions required for amide hydrolysis are more severe than those required for the hydrolysis of esters, anhydrides or acid chlorides, but the mechanism is similar (nucleophilic acyl substitution). Nucleophilic acyl substitutions involve a tetrahedral intermediate, hence these are quite different from alkyl substitution \(\left(\mathrm{RCH}_{2} \mathrm{Br} \underset{\mathrm{NaCN}}{\rightarrow} \mathrm{RCH}_{2} \mathrm{CN}\right)\) which involves a pentavalent intermediate or transition state. One of the important reactions of esters is their reaction with two equivalent of a Grignard reagent to give tertiary alcohols. For which functional derivative of carboxylic acids, acidic hydrolysis is avoided? (a) Acid chlorides (b) Acid amides (c) Acid anhydrides (d) Esters

Grignard reagents \((\mathrm{RMg} X)\) are prepared by the reaction of an organic halide and magnesium metal is in ether solvent. $$\mathrm{R}-\mathrm{X}+\mathrm{Mg} \stackrel{\mathrm{R}-\mathrm{O}-\mathrm{R}}{\longrightarrow} \mathrm{R}-\mathrm{Mg} \mathrm{X}=$$ The solvent (usually diethyl ether or tetrahydrofuran) plays a crucial role in the formation of a Grignard reagent. Alkyl halides are more reactive than aryl and vinyl halides. Indeed, aryl and vinyl chlorides do not form Grignard reagent in diethyl ether. However, an alkyl halide containing an alcoholic -OH group can be converted to Grignard reagent by first protecting the -OH group to tert-butyldimethylsilyl ether which is inert to Grignard reagent. The protecting group is finally liberated by treatment with fluoride ion. Grignard reactions generally occur in dry ether because (a) The stronger acid diethyl ether will displace the weaker \(\mathrm{RH}\) acid from its salt. (b) The stronger acid \(\mathrm{H}_{2} \mathrm{O}\) will displace the weaker acid \(\mathrm{RH}\) from its salt. (c) Water slows down the reaction. (d) Water mixes with ether preventing ether to perform its function.

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.