Propane was reacted with bromine and light. At the end of the reaction, the HBR

Question

Propane was reacted with bromine and light. At the end of the reaction, the HBR risidual propane were allowed to escape and the remaining product was dissolved in CH2Cl2 (common solvent). This product mixture was injected into the GC, resulting in a chromatogram wit the following features: RT (min) 3.5/Area Count 1093939939454 RT (min) 7.85/Area Count 3044586 and RT (min) 7.97/Area Count 91337.

d. Describe a simple follow-up GC experiment that you can perform to be more certain of the structural assignments you made in #7b

Explanation / Answer

Propane when brominated with Br2 in presence of light undergoes free radical bromination to form two monobrominated products

1-bromopropane

and

2-bromopropane

Of these, 2-bromopropane is formed as the major product as the radical formed at the seocndary carbon center is more stable than the primary carbon radical formed in the first step of initialtion in the reaction mechanism.

So the first peak in GC is due to propane the starting material.

The second major peak is due to 2-bromopropane

The smallest peak is for 1-bromopropane

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