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Chapter 15: Q58. (page 570)

Question: Devise a synthesis of 1-methylcyclohexene oxide from methylcyclohexane. You may use any other required organic or inorganic reagents.

Short Answer

Expert verified

In a radical reaction, one or two atoms are substituted by radicals (atoms with incomplete valence electrons) following a continuous step of the mechanism.

Step by step solution

01

Radical reactions

In a radical reaction, one or two atoms are substituted by radicals (atoms with incomplete valence electrons) following a continuous step of the mechanism.

02

Halogenations of alkanes

In halogenation of alkanes, a weaker C-H bond is broken, and a C-X bond is formed (X - Cl, Br, I).

03

 Step 3: Synthesis reaction

  1. Halogenation of methylcyclohexane forms a C-Br bond.

2. The base eliminates HBr, and alkene is formed.

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Most popular questions from this chapter

Question: Resveratrol is an antioxidant found in the skin of red grapes. Its anticancer, anti-inflammatory,and various cardiovascular effects are under active investigation. (a) Draw all resonancestructures for the radical that results from homolysis of the OH bond shown in red. (b) Explainwhy homolysis of this OH bond is preferred to homolysis of either OH bond in the otherbenzene ring.

Question:A and B, isomers of molecular formula C3H5Cl3 , are formed by the radical chlorination of a dihalide C of molecular formula C3H6Cl2 .

(a) Identify the structures of A and B from the following NMR data:

Compound A: singlet at 2.23 and singlet at 4.04 ppmCompound B: doublet at 1.69, multiplet at 4.34, and a doublet at 5.85 ppm

(b) What is the structure of C?

Question: Draw the products of each reaction.

a.

b.

c.

Question: Although CH4 reacts with Cl2 to form CH3Cl and HCl, the corresponding reaction of CH4with l2does not occur at an appreciable rate, even though the bond is much weaker than the bond. Explain why this is so.

Question: When HBr adds to (CH3)2C=CH2 under radical conditions, two radicals are possible products in the first step of chain propagation. Draw the structure of both radicals and indicate which one is formed. Then draw the preferred product from HBr addition under radical conditions.
See all solutions

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