Answers to Practice Questions Chapter 9

9.1 Predict the percentage yield of each product for monochlorination of isobutane by calculation, and compare your calculated numbers to the experiment results. Are they consistent?

 

isopropane with Cl2 in the presence of delta/hv produces 63% and 37% experimental results

 

Calculation:

Amount of 1°-chloride: 9 (number of 1°hydrogens) × 1.0 (relative reactivity) = 9.0

Amount of 3°-chloride: 1 (number of 3°hydrogens) × 3.8 (relative reactivity) = 3.8

yield% of 1°-chloride:  8.0/12.8 = 70.3 %

yield% of 3°-chloride 3.8/12.8 = 29.7 %

The calculated values are consistent to the experiment results, not exactly same though.

9.2 Show the major bromination product of following reactions.

9.3 Show all the mono-chlorination products of butane with any stereoisomers when applied.

 

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9.4 Design the synthesis route.

 

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