Organic Chemistry 1

Hybridization And Bond Strengths

Hybridization And Bond Strengths

January 19, 2018

Quick quiz. What’s the strongest C–H bond, below? (In other words, which C–H bond has the highest bond-dissociation energy?)  The answer is C. In a), the carbon is sp3 hybridized and the bond dissociation e…

Read the full article →

A Hybridization Shortcut

January 16, 2018

Here’s a shortcut for figuring out the hybridization of an atom in a molecule. This will save you a lot of time. –BEGIN SHORTCUT– Here’s what you do: Look at the atom. Count the number of atoms connect…

Read the full article →
Hybrid Orbitals

Hybrid Orbitals

October 10, 2017

Summary of today’s discussion on hybrid orbitals! [Note: This post was co-authored with Matthew Pierce of Organic Chemistry Solutions.  Ask Matt about scheduling an online tutoring session here. ] In the las…

Read the full article →
How Do We Know Methane Is Tetrahedral?

How Do We Know Methane Is Tetrahedral?

August 25, 2017

In our review of atomic orbitals, we saw that the orbital configuration of the valence electrons of carbon is 2s22p2 as shown below:  Since the 2s orbital is lower in energy than 2p, it’s filled first. That mea…

Read the full article →
Review of Atomic Orbitals

Review of Atomic Orbitals

June 7, 2017

[Note: the following article is intended as a quick review on atomic orbitals for students enrolled in an introductory organic chemistry class who are assumed to have taken general chemistry. It is by no means a compl…

Read the full article →
Grignard Reactions And Synthesis (2)

Grignard Reactions And Synthesis (2)

January 19, 2016

Here’s the summary for today’s post on synthesis incorporating Grignard reagents and oxidants: Synthesis Using Grignard Reagents (Part 2) In the last post we saw how to approach some fairly straightforward…

Read the full article →
Organometallics Are Strong Bases

Organometallics Are Strong Bases

November 13, 2015

Last post we talked about how to make certain organometallics, specifically Grignard and organolithium reagents. One thing we saw is that it’s useful to think of them as “carbanions”, that is, carbon…

Read the full article →
Synthesis of Grignard and Organolithium Reagents

Synthesis of Grignard and Organolithium Reagents

November 9, 2015

In the last post we introduced the concept of organometallic compounds – molecules where carbon is bound to a less electronegative atom such as Li, Mg, Cu, and many other metals. We said that carbon in these mol…

Read the full article →
What’s An Organometallic?

What’s An Organometallic?

October 28, 2015

Quick summary for today – the first in a new series on organometallic compounds: Previously on MOC we’ve discussed how important dipoles are in determining the reactivity of a molecule. Wait: dipoles, yo…

Read the full article →
Thiols And Thioethers

Thiols And Thioethers

July 5, 2015

Here’s a summary of today’s post on thiols: Thiols and Thioethers One of the most powerful insights from learning the periodic table is the fact elements in the same period (column) have similar chemical …

Read the full article →