CHM 1321 Lecture Notes - Lecture 6: Nucleophilic Substitution, Epoxide, Hydroxylation

• School: University of Ottawa
• Department: Chemistry
• Course: CHM 1321
• Professor: Sandro Gambarotta

Document Summary

Boron has 6 electrons, which means it has one empty orbital. If it goes into contact with water, one of oxygen"s lone pairs overlaps with boron. This makes boron have a negative charge b/c it gets an electron from oxygen, and oxygen becomes positive b/c it"s giving one of its electron to boron. Boron attracts electrons, so then oxygen pulls electrons away from one of its hydrogens to make up for the electron loss causes a release of h+ So the closer boron goes to an acid, the stronger that acid gets because boron pulls electrons away. Hydroboration: h and oh attach to unsaturated bonds via anti-markovnikov. Borane (bh3) is a lewis acid and wants to extract an electron. Boron attaches to the least crowded carbon (with most h"s), and h attaches to the more crowded carbon. And then go through oxidation and the oh replaces the boron. This can generate 50% r and 50% s chirality.