On the basis of your mechanism for Problem 3(C), answer the following questions: (a)Additions of Br, and ArSCI to [2.2.1] -bicycloheptene give the products shown in Equa -tions 11 and 12, respectively. Give a mechanism for the products of Reaction 11 and explainwhy only the bromination gives rearrangement products.4. On the basis of your mechanism for Problem 3(c), answer the following questions:(a) Additions of Br₂ and ArSCI to [2.2.1]-bicycloheptene give the products shown in Equa-tions 11 and 12, respectively. Give a mechanism for the products of Reaction 11 andexplain why only the bromination gives rearrangement products.Brdddd+Br+Br₂-Br+ArSCI-BrSArBr(11)(12)

The alkenes react with halogens to form dihalo compounds. This reaction is an example of an addition…

4. On the basis of your mechanism for Problem 3(c), answer the following questions: (a) Additions of Brg and ArSCI to [2.2.1]-bicycloheptene give the products shown in Equa- tions 11 and 12, respectively. Give a mechanism for the products of Reaction 11 and explain why only the bromination gives rearrangement products. Br 4.4.4.4 Br +Br₂- Br 4.-4 +ArSCI →→→→ SAr Br (11) (12)

4. On the basis of your mechanism for Problem 3(c), answer the following questions: (a) Additions of Brg and ArSCI to [2.2.1]-bicycloheptene give the products shown in Equa- tions 11 and 12, respectively. Give a mechanism for the products of Reaction 11 and explain why only the bromination gives rearrangement products. Br 4.4.4.4 Br +Br₂- Br 4.-4 +ArSCI →→→→ SAr Br (11) (12)

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Chapter1: Chemical Foundations

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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.

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Step 1: Reactions of alkenes

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Step 2: Mechanism of bromination-Formation of bromonium ion.

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Step 3: Bromination mechanism-Attack of bromide

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Step 4: Bromination mechanism-Rearrangement and attack of bromide

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Step 5: Bromination mechanism-Rearrangement and attack of bromide

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Step 6: Reaction of alkene with ArSCl

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Step 7: Reason for rearrangement in bromination

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