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What are some possible sources of error that can occur during an SN1 reaction from a...

What are some possible sources of error that can occur during an SN1 reaction from a synthesis of an alkyl halide from an alcohol lab?

In specfifc 2-chloro-2-butane was synthesized from an alcohol (concentrated hydrochloric acid) and a reaction involving 2-methyl-2-butanol and HCl created 2-chloro-2-methylbutene.

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