Organic Chemistry Acidity Problem: Deprotonating and Resonance of the Phenoxide Anion

In this video I will demonstrate the deprotonation of a para-nitrophenol and the resonance of the conjugate base. In organic chemistry I (Intro to organic chemistry) it is important to be able to identify the acidic protons (hydrogens) and be able to predict how strong or weak the conjugate base will be. An important factor that effects the conjugate base is resonance. If a conjugate base resonances it is likely to be less basic and therefore more stable in water. Remember the stronger the acid the weaker the conjugate base. Strong acids have weak conjugate bases. Strong bases have weak conjugate acids. Acids and bases are important. I wish you all success in organic chemistry.

Being able to push arrows and draw resonance forms is a critical skill that you must learn to be successful in organic chemistry. Performing acidity practice problems will help you be successful in organic chemistry.

This video is part of a series called How to be Successful in Organic Chemistry. It this series I go over numerous problems that a student could expect to see in there organic chemistry 1 course. Doing organic chemistry practice problems will make you more successful in organic chemistry and biochemistry.

I recommend that you download the problem from the link below and attempt the problem yourself and use this video to correct your work.

Download the problem from this video at the following link:

https://www.dropbox.com/s/kqufk6cmtos66m3/p%20nitro%20phenol%20acidity%20with%20water%20mark%20.pdf?dl=0

Good Luck and Good Chemistry!

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00:00 Introduction
00:11 Deprotonate p-nitrophenol
01:01 resonance forms of p-nitrophenoxide
04:21 Conclusion