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Chapter 15: Q12. (page 570)

Question: Show all steps and reagents needed to convert cyclohexane into each compound: (a) the two enantiomers of trans-1,2-dibromocyclohexane; and (b) 1,2-epoxycyclohexane.

Short Answer

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Answer

(a)

(b)

Step by step solution

Monobromination of alkane

This reaction involves the replacement of hydrogen by a Br atom. It occurs in the presence of sunlight or heat.

Formation of products

(a)

The reaction is shown below.

Product formation in (a)

(b)

The reaction is shown below.

Product formation in (b)

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Most popular questions from this chapter

Question: Five isomeric alkanes (A–E) having the molecular formula C₆H₁₄ are each treated with Cl₂ + hv to give alkyl halides having molecular formula C₆H₁₃Cl . A yields five constitutional isomers. B yields four constitutional isomers. C yields two constitutional isomers. D yields three constitutional isomers, two of which possess stereo-genic centres. E yields three constitutional isomers, only one of which possesses a stereo-genic centre. Identify the structures of A–E.

Consider the following Bromination:

(a) Calculate ΔH° for this reaction by using the bond dissociation energies in Table 6.2.

(b) Draw out a stepwise mechanism for the reaction, including the initiation, propagation, and termination steps.

(c) Calculate ΔH° for each propagation step.

(d) Draw an energy diagram for the propagation steps.

(e) Draw the structure of the transition state of each propagation step

Question. Devise a synthesis of hexane-2,3-diol from propane as the only source of carbon atoms. You may use any other required organic or inorganic reagents.

Question: Draw a stepwise mechanism for the following reaction.