
Interpretation: The difference in Regiochemistry between two reactions to be explained.
Concept Introduction:
Ring-opening of
Two step mechanistic ways:
- I. Nucleophile attack
- II. Proton transfer.
Regiochemistry: The Nucleophile attack at the less substituted position of an epoxide, in the presence of unsymmetrical epoxide.
Stereochemistry: The Nucleophile attack at the chiral center occurs via
Steric effects: out of two carbons attached to oxygen atom, one carbon of primary and other of secondary then the steric effects dominate, in which Nucleophile attacks the less hindered position.
Electronic effects: out of two carbons attached to oxygen atom, one carbon is tertiary and other carbon is primary then the electronic effects dominate, in which Nucleophile attacks the more substituted position.
To Identify: The difference in stereochemistry outcome of given two reactions to be explained.

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Chapter 13 Solutions
EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG
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