Organic Chemistry I: Crash Course Part 4

(1) Structure of organic molecules
(a) connectivity and structural isomerism
(b) electron delocalization and drawing/evaluating resonance contributors
(c) conformational analysis (draw/evaluate chair forms and Newman projections)
(d) stereochemical analysis (E/Z alkenes; 1, 2 similar, or 2 dissimilar stereocenters)
(2) Prediction and explanation of Bronsted Acid-Base reactions (use of pKa table)
(3) Reactions of polar C-X sigma bonds (SN and E reactions & mechanisms)

(4) Electrophilic addition reactions of C-C pi bonds (regioselectivity & mechanisms)
(a) addition of H/eN (strong & weak Bronsted acids)
(b) addition of X/eN (halogenation; halogens & other nucleophiles)
(c) oxidation (mCPBA; OsO4; ozonolysis)
(d) reduction (hydrogenation with regular & poison catalyst; dissolving metal redn)

(5) EAS: Electrophilic Aromatic Substitution (regioselectivity & mechanisms)

Hello and welcome to Part 4 of our Organic Chemistry Crash Course series. Please be sure to follow the site if you find this helpful! Electrophilic addition reactions will be the topic of discussion today along with addition, oxidation and reduction reactions. There are more reactions that people go into for Organic Chemistry II such as the oxidizing of alcohols to aldehydes, ketones and carboxylic acids, however, that will not be discussed here to keep it focused on Organic Chemistry I content.

Pardon my messy handwriting, I was in a bit of a rush, but here is a table I’ve drafted up to keep track of the different mechanisms. I would recommend doing a similar thing with the mechanisms that you need to know for your course as well.

Published by Magda Wojtara

Magda Wojtara is Junior at the LSA Honors College at the University of Michigan-Ann Arbor on a pre-med track with a major in Neuroscience. In her free time, she write articles, volunteers at a chronic pain outpatient facility with UM Medicine, does research, competes in HOSA, and, of course, enjoys photography and singing. In her spare time she manages her own travel and lifestyle blog: @journeythedestiantion on instagram and

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