
Concept explainers
Interpretation:
It is to be determined, if the product which is not capable of cis-trans isomerism, was obtained from dianion A or B shown in the reaction.
Concept Introduction:
Dianion can be prepared from alpha halogenated carboxylic acids by double deprotonation using strong bases such as LDA or
However, the dianion formed has carbanionic character and it can potentially act as a nucleophile to create a new carbon-carbon single bond.
A new carbon-carbon single bond in these reactions is formed between the carbon atom bearing the halogen atom in the given
Two substituents attached on the ring can be oriented above the ring or below the ring and thus, they will exhibit cis-trans isomerism.

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Chapter 21 Solutions
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

