Answered: Propose mechanisms showing theformation…

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Chemistry

Propose mechanisms showing theformation and reactions of ethersand epoxides.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions

Section30.SE: Something Extra

Problem 29AP: Propose a pericyclic mechanism to account for the following transformation:

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Concept explainers

Aromatic Compounds

Aromatic organic compound or aromatic system is an important class of hydrocarbons under the branch of organic chemistry. Aromatic compounds are also called arenas. The definition of aromatic organic compounds can be stated as a class of organic compounds with a planar cyclic ring of atoms bonded through alternated single and double bonds. Due to these alternating bonds, a peculiar feature termed as ‘resonance’, that is, delocalization of pi electrons or the electrons is shared within the atoms of the ring which are present in the aromatic compounds. The word ‘aromatic’ includes a Greek word ‘aroma’ which means smell, indicating that they were named as such due to the sweet odor they produce. Many well-known flavors such as vanilla, cinnamon, and few scents from flowers are extracted from aromatic compounds. Benzene with chemical formula C6H6 is a very common aromatic compound that contains six atoms of carbon held in the cyclic ring of alternate double bonds. It is also to be noted that not all aromatic compounds contain benzene ring. This can be explained by Huckel’s rule.

Question

Propose mechanisms showing the
formation and reactions of ethers
and epoxides.

Definition Definition Special class of cyclic ethers (R-O-R') with a three-atom ring. Epoxides are an important functional group in organic chemistry as they generate reactive centers due to their unusual high reactivity. This high reactivity make epoxides toxic and mutagenic.

Expert Solution

Step 1

Ether having acyclic compounds containing R-O-R bonds

Epoxide having a cyclic ring compounds containing R-O-R bonds R-O-R

where R= alkyl group

Step 2

Ether compound formation

Here alkoxide ion react with alkyl halide to form ether

Reaction of Ether

Here ether reacts with conc HI to give alcohol and alkyl halide

Step by step

Solved in 3 steps with 4 images

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