Concept explainers
Interpretation:
It is to be determined which of the two nucleophiles
Concept introduction:
The strength of a nucleophile, particularly a negatively charged one, is considerably influenced by the nature of the solvent. A protic solvent interacts strongly with a negatively charged nucleophile as the solvent molecule contains at least one hydrogen that has a partial positive charge.
An aprotic solvent in which the atom with a partial positive charge is generally shielded by adjacent groups does not solvate the nucleophile as effectively.
The effective strength of a nucleophile depends on the extent of solvation as strong solvation prevents it from directly approaching the reaction center in the substrate. A number of solvent molecules from its solvation sphere must be lost before it can approach the reaction center close enough to form a bond.
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Organic Chemistry: Principles and Mechanisms (Second Edition)
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- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningEBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT