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Chapter 4: Q18P (page 213)

What would be the product ratio in the chlorination of propane if all the hydrogens were abstracted at equal rates?

Short Answer

Expert verified

Product ratio is3:1

Step by step solution

01

Free radical chlorination of propane

In this mechanism, the first propagation step forms either a primary radical or a secondary radical. This radical determines whether the final product will be the primary alkyl halide or the secondary alkyl halide.

02

Primary and secondary hydrogens in propane.

There are six primary hydrogens (red) and two secondary hydrogens (blue) in propane.

03

Reaction of chlorination of propane

In the chlorination of propane, two products are formed which are 1 - chloropropane and 2 - chloropropane.

04

Product ratio in chlorination of propane

Hence, the product ratio is 3:1 when all the hydrogens were abstracted at equal rates.

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Most popular questions from this chapter

In the presence of a small amount of bromine, the following light -promoted reaction has been observed.

(a) Write a mechanism for this reaction. Your mechanism should explain how both products are formed. (Hint: Notice which H atom has been lost in both products)

(b) Explain why only this one type of hydrogen atom has been replaced, in preference to any of the other hydrogen atoms in the starting material.

Question: (a) Write the propagation steps leading to the formation of dichloromethane (CH2Cl2).

(b) Explain why free-radical halogenation usually gives mixture of products.

(c) How could an industrial plant control the proportions of methane and chlorine to favor production of CCl4? To favor production of CH3Cl?

When it is strongly heated, methyl diazoacetate decomposes to give a nitrogen gas and a carbene. Draw a Lewis structure of the carbene.

Draw a reaction-energy diagram for a two-step endothermic reaction with a rate-limiting step.

Label each hydrogen atom in the following compound as primary (1o), secondary (2o), or tertiary (3o)

(a)

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e)

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