Question

In: Chemistry

Research shows that GC analysis of the tert-butyl halides may be diffcult because the products may...

Research shows that GC analysis of the tert-butyl halides may be diffcult because the products may undergo elimination during the process. What would be the product of the elimation? show work and explain please

Solutions

Expert Solution

The products obtained from the reaction of tert-butyl alcohol may be difficult to analyze by gas chromatography because the tert-butyl halides may undergo elimination in the gas chromatograph.

Tertiary alcohols follow nucleophilic susbstitution under acid conditions. The mechanism of the reaction involved rapid protonation of the alcohol, then occurs the lost of water as the rate-determining step.This generates a relatively stable carbonation which is then attacked by the halide ion to form the alkyl halide.

Alkil halides are polar compounds where the possitive carbon tries to react with a compound. If the nucleophilic is a base OH- , it will be given by elimination a water molecule and a halogen.

The product will be verified by gas chromatography by comparing the chromatograms of the starting material with the product obtained experimentally (a tertiary alkyl halide).

Example of the reaction


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