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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

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?

Question: (a) Use bond-dissociation enthalpies from Table 4-2 (page 203), calculate the heat of reaction for each step in the free-radical bromination of methane.

(b) Calculate the overall heat of reaction.

Propionitrile()is deprotonated by very strong bases. Write resonance forms to show the stabilization of the carbanion that results.

Question: (a) Propose a mechanism for the free-radical chlorination of ethane.

(b) Calculatefor each step in this reaction

(c) Calculate the overall value offor this reaction.

Question: Free-radical chlorination of hexane gives very poor yields of 1 clorohexyane, while cyclohexane can be converted to chlorocyclohexane in good yield.

(a)How do you account for this difference?

(b) What ratio of reactants (cyclohexane and chlorine)

See all solutions

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