Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 34CTQ
Related questions
Question
It is best to use a methyl halide or a primary
an acetylide ion with an alkyl halide. Explain why this is so.
Expert Solution
Step 1
Acetylide anions are strong bases and strong nucleophiles. Therefore, they are able to displace halides and other leaving groups in substitution reactions. The product is a substituted alkyne. Since the reaction follows bimolecular nucleophilic substitution, it is easily conducted in the presence of primary alkyl halide because they do not offer steric hinderence as observed in the case of secondary and tertiary alkyl halides.
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