Open Question
In the following addition reactions, are the given alkyl halides obtained as the major products? Give a reason for your answer.
a. 3-Chloro-3-ethylpentane from addition of HCl to 3-ethyl-2-pentene
13. Alkenes, Alkynes, and Aromatic Compounds
Hydrohalogenation Reaction
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Write a hydrohalogenation reaction with excess HCl and name the organic product formed.
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Verified step by step guidance1
Identify the starting alkyne structure: The given structure is a terminal alkyne with a triple bond between the first and second carbon atoms in the chain.
Understand the reaction type: Hydrohalogenation involves the addition of hydrogen halides (HCl in this case) to an alkyne, resulting in the formation of a haloalkane.
Determine the regioselectivity: In the presence of excess HCl, the reaction will follow Markovnikov's rule, where the hydrogen atom from HCl will add to the carbon with more hydrogen atoms, and the chlorine will add to the carbon with fewer hydrogen atoms.
Predict the intermediate: The first addition of HCl will convert the alkyne to a vinyl chloride intermediate, where the triple bond becomes a double bond.
Complete the reaction: The second addition of HCl will convert the double bond to a single bond, resulting in a dihaloalkane. The final product is named based on the position of the chlorine atoms and the longest carbon chain, which in this case is 2,2-dichloro-3,3-dimethylhexane.
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