**Title: Understanding Organic Reactions and Predicting Products****I. Reaction Prediction and Mechanism Explanation***Reactants:*- Starting material: A tertiary alkyl tosylate (OTos)- Reagents: Sodium methoxide (CH₃ONa) and methanol (CH₃OH)*Task:*Predict the products of the reaction between a tertiary alkyl tosylate and sodium methoxide in methanol. Illustrate the mechanism.*Reaction Overview:*- The structure depicted features a tertiary carbon bonded to an OTs group. In the presence of CH₃ONa and CH₃OH, an elimination reaction is likely due to the sterically hindered tertiary carbon.*Detailed Mechanism:*1. **Deprotonation:** Sodium methoxide acts as a strong base, abstracting a proton from a β-hydrogen, leading to the formation of an alkene.2. **Elimination:** The leaving group (OTs) departs, facilitating a bimolecular elimination (E2) reaction.*Expected Product:*- The likely outcome is an alkene formed by the elimination of the tosylate group, resulting in the release of tosylate ion (OTs⁻).**II. Analysis of Product – Carbon and Hydrogen Signals***Carbon Count:*- Count the total number of carbons present in the product structure.*Hydrogen NMR Signals:*- Determine the integral ratio of hydrogen signals in the NMR spectrum of the product, indicating the different hydrogen environments.By understanding these fundamentals, one can predict reaction outcomes and analyze products using spectroscopy techniques effectively.

-> CH3ONa is base which can abstract beta hydrogen and form alkene as product . -> In presence…

1. Predict the product(s) and show the mechanism for each reaction below II. After finding the product, find how many C are there for each product and how many H signals in what integral ratio OTos CH3ONa CH3OH

1. Predict the product(s) and show the mechanism for each reaction below II. After finding the product, find how many C are there for each product and how many H signals in what integral ratio OTos CH3ONa CH3OH

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Concept explainers

Reactions of Ethers

Ethers (R-O-R’) are compounds formed by replacing hydrogen atoms of an alcohol (R-OH compound) or a phenol (C6H5OH) by an aryl/ acyl group (functional group after removing single hydrogen from an aromatic ring). In this section, reaction, preparation and behavior of ethers are discussed in the context of organic chemistry.

Epoxides

Epoxides are a special class of cyclic ethers which are an important functional group in organic chemistry and generate reactive centers due to their unusual high reactivity. Due to their high reactivity, epoxides are considered to be toxic and mutagenic.

Williamson Ether Synthesis

An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction.

Question

**Title: Understanding Organic Reactions and Predicting Products**

**I. Reaction Prediction and Mechanism Explanation**

*Reactants:*
- Starting material: A tertiary alkyl tosylate (OTos)
- Reagents: Sodium methoxide (CH₃ONa) and methanol (CH₃OH)

*Task:*
Predict the products of the reaction between a tertiary alkyl tosylate and sodium methoxide in methanol. Illustrate the mechanism.

*Reaction Overview:*
- The structure depicted features a tertiary carbon bonded to an OTs group. In the presence of CH₃ONa and CH₃OH, an elimination reaction is likely due to the sterically hindered tertiary carbon.

*Detailed Mechanism:*
1. **Deprotonation:** Sodium methoxide acts as a strong base, abstracting a proton from a β-hydrogen, leading to the formation of an alkene.
2. **Elimination:** The leaving group (OTs) departs, facilitating a bimolecular elimination (E2) reaction.

*Expected Product:*
- The likely outcome is an alkene formed by the elimination of the tosylate group, resulting in the release of tosylate ion (OTs⁻).

**II. Analysis of Product – Carbon and Hydrogen Signals**

*Carbon Count:*
- Count the total number of carbons present in the product structure.

*Hydrogen NMR Signals:*
- Determine the integral ratio of hydrogen signals in the NMR spectrum of the product, indicating the different hydrogen environments.

By understanding these fundamentals, one can predict reaction outcomes and analyze products using spectroscopy techniques effectively.

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