Complete the mechanism for the base-catalyzed opening of the epoxide below by adding any missing atoms, bonds, charges, nonbondi
ng electron pairs, and curved arrows.
1 answer:
Complete Question:
check the first image for complete part of the question
Answer and Explanation:
Epoxide is a three membered ring made up of two carbon atoms and one oxygen atom. Epoxides are cyclic ethers. Due to its ring size, it is highly strained and very reactive. Epoxide ring opening takes place with respect to addition of acid and base.
Ring opening of epoxide with acid:
In the presence of base, the nucleophile attacks the epoxide ring at more substituted site and inverse stereochemistry takes place.(check file 2 attached)
Ring opening of epoxide with base:
The backside attack of nucleophile takes place in less substituted site and then it undergoes protonation to form a product.
(check file 2 attached)
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Explanation:
Polarity is defined as the development of partial charges on the atoms of a molecule. In a water molecule, there are hydrogen and oxygen atoms.
Due to the difference in electronegativity of both hydrogen and oxygen atom there is development of partial positive charge on hydrogen atom and a partial negative charge on oxygen atom.
So, when bond between hydrogen and oxygen will break down then it will form hydrogen ions () and oxygen ions (
).
Ion-dipole interactions are defined as the interactions that occur when an ion interacts with the dipole of a molecule.
When an electron is added to a neutral atom to convert it into a negative ion then the amount of change taking place in its energy is known as electron affinity.
So, oxygen atom has an affinity towards cations and hydrogen atom has an affinity for anions.
Thus, we can conclude that following interactions and processes contribute to the dissolution of ionic compounds in water:
1. Affinity of oxygen towards cations
2. Ion–dipole interactions
4. Hydration
6. Affinity of hydrogen towards anions