Select your language

Suggested languages for you:
Log In Start studying!
Answers without the blur. Just sign up for free and you're in → Illustration

2.32

Expert-verified
Organic Chemistry
Found in: Page 83

Short Answer

For each reaction, label the Lewis acid and base. Use curved arrow notation to show the movement of electron pairs.

a.

b.

a. The electrons are shifted from ether (Lewis base) to trifluoride boron (Lewis acid).

b. The electrons are shifted from hydroxide ion (Lewis base) to isopropyl cation (Lewis acid).

See the step by step solution

Step by Step Solution

Lewis acids and Lewis bases

The Lewis acid and Lewis bases are distinguished based on the lone pair of electrons.

  • The Lewis acids have empty orbital so that they can accept at least one lone pair of electrons.
  • The Lewis bases have filled orbitals so that they can donate at least one lone pair of electrons.

Therefore, the electrons are transferred from “Lewis base to Lewis acid.”

Reaction mechanism

a.The molecule is a Lewis acid. The boron atom is the thirteen-group element. Therefore, it has 3 valence electrons present in the 2s orbital (two electrons) and 2p orbital (one electron).

Therefore, boron has an empty orbital in that it can accept lone pair of electrons. Therefore, acts as a Lewis acid.

The is a Lewis base. The oxygen atom in the given molecule is the sixteenth-group element. Therefore, it has six valence electrons in which two are used to form bonds and 4 remain on oxygen.

Therefore, it can donate lone pair of electrons. Therefore, it acts as a Lewis base. Therefore, the lone pair of electrons are shifted from ether to the trifluoride boron.

The lone pair of electrons are shifted from ether to boron trifluoride.

b. The isopropyl propyl carbocation molecule( ) in the given molecule is an electron-deficient compound due to its positive charge. Therefore, it has an empty orbital to accept lone pair of electrons. Therefore, it acts as a Lewis acid.

The hydroxide ion has lone pair of electrons. Therefore, it acts as a Lewis base. Therefore, the lone pair of electrons are shifted from hydroxide ion to the isopropyl carbocation.

The lone pair of electrons are shifted from hydroxide ion to isopropyl carbocation

Recommended explanations on Chemistry Textbooks

94% of StudySmarter users get better grades.

Sign up for free
94% of StudySmarter users get better grades.