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Chapter 8: Q39E (page 220)

Use your general knowledge of alkene chemistry to suggest a mechanism for the following reaction.

Short Answer

Expert verified

Mechanism of the reaction is:

Fig

]No reactions included

Step by step solution

01

Alkenes

It is an unsaturated hydrocarbon compound. Alkenes are having double bonds between carbon atoms and the hybridization of carbon atoms having double bond is . Alkenes are also known as olefins. In an aliphatic chain the alkenes are defined as symmetrical alkenes and asymmetrical alkenes.

02

Example

Symmetrical alkenes are those alkenes which are having same number of carbon atoms on both the sides of double bond and asymmetrical alkenes are those which are having unequal number of carbon atoms on both the sides of double bond.

03

Step by Step Mechanism of the reaction

Step 1: Most substituted double bond will attack on mercury(II) acetate, cyclic mercurinium ion will form and OAC will release.

Step 2: In this step double bond will attack on the carbocation and another cyclic ring will form.

Step 3: OAC that was released in first step will now abstract the proton and the final product will form.

fig

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Most popular questions from this chapter

α-Terpinene,C10H16is a pleasant-smelling hydrocarbon that has been isolated from oil of marjoram. On hydrogenation over a palladium catalyst,α-terpinene reacts with two molar equivalentsH2to yield a hydrocarbon, C10H20.On ozonolysis, followed by reduction with zinc and acetic acid,α-terpinene delivers two products, glyoxal, and 6-methyl-2,5- heptane dione.

(a) How many degrees of unsaturation doesα-terpinene have?

(b) How many double bonds and how many rings does it have?

(c) Propose a structure forα-terpinene

We’ll see in the next chapter that alkynes undergo many of the same reactions that alkenes do. What product might you expect from each of the following reactions?

One problem with elimination reactions is that mixtures of products are often formed. For example, treatment of 2-bromo-2-methylbutane with KOH in ethanol yields a mixture of two alkene products. What are their likely structures?

Question: Which of the following alcohols could notbe made selectively by hydroboration–oxidation of an alkene? Explain.

Predict the products of the following reactions (the aromatic ring is

unreactive in all cases). Indicate regiochemistry when relevant.
See all solutions

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