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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

Acetylacetone (pentane -2, 4-dione)reacts with sodium hydroxide to give water and the sodium salt of a carbanion. Write a complete structural formula for the carbanion, and use resonance forms to show the stabilization of the carbanion.

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

(a)

(b)

(c)

(d)

e)

(f)

Write a mechanism for light-initiated reaction of cyclobutene with chlorine to give chlorocyclobutane. Label the initiation and propagation steps.

The chlorination of pentane gives a mixture of three monochlorinated products.

(a) Draw their structures.

(b) Predict the ratios in which these monochlorination products will be formed, remembering that a chlorine atom abstracts a secondary hydrogen about 4.5 times as fast as it abstracts a primary hydrogen.

When ethene is treated in a calorimeter with H2and a Ptcatalyst, the heat of reaction is found to be -137kJ/mol(-32.7kcal/mol), and the reaction goes to completion. When the reaction takes place at 14000K, the equilibrium is found to be evenly balanced, with Keq=1. Compute the value of ฮ”Sfor this reaction.
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