Interpretation:
From the given molecules, the nucleophiles that will add reversibly and irreversibly to a polar
Concept introduction:
A polar
Nucleophilic addition tends to be irreversible if the negative charge that develops in the adduct is significantly better stabilized than it is in the nucleophile. This occurs in the nucleophile that has the negative charge located on a carbon or hydrogen atom, and the negative charge is not stabilized by resonance or inductive effects. Therefore, nucleophilic addition to a carbonyl carbon tends to be irreversible when it involves a very strong
Want to see the full answer?
Check out a sample textbook solutionChapter 17 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Rank the nucleophile strength of the structures from weakest to strongest.arrow_forwardRank the nucleophile strength of the compounds below from weakest to strongest.arrow_forwardIdentify the electrophile and the nucleophile in each of the following reaction steps. Then draw curved arrows to illustrate the bond-making and bond-breaking processes.arrow_forward
- Supply the missing arrows to complete the reaction mechanisms below. For each of the reactions, BOX the electrophile and ENCIRCLE the nucleophile.arrow_forwardFor each of the following pairs of species, encircle the stronger nucleophile in acetone?arrow_forwardwhich of the following reactions develops according to the nucleophilic substitution mechanism?arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning