Comments on: The Six Pillars of Organic Chemistry https://www.masterorganicchemistry.com/2010/08/25/the-six-pillars-of-organic-chemistry/ Tue, 13 Sep 2022 00:51:15 +0000 hourly 1 https://wordpress.org/?v=6.6.2 By: Nuya https://www.masterorganicchemistry.com/2010/08/25/the-six-pillars-of-organic-chemistry/#comment-622874 Wed, 16 Mar 2022 12:52:20 +0000 http://masterorganicchemistry.wordpress.com/?p=769#comment-622874 Does H show +I effect since it is electropositive than other atoms??
Also +I effect of which group is more -CH3 or -H??

]]> By: Melissa https://www.masterorganicchemistry.com/2010/08/25/the-six-pillars-of-organic-chemistry/#comment-387504 Wed, 15 Apr 2015 22:00:12 +0000 http://masterorganicchemistry.wordpress.com/?p=769#comment-387504 That literature article was written by my sophomore organic/advanced organic chemistry professor! Sweet. He does a lecture on it the last day of classes before exams every semester and I always found it helpful. Cool to see it featured on your site.

]]> By: James https://www.masterorganicchemistry.com/2010/08/25/the-six-pillars-of-organic-chemistry/#comment-543 Wed, 10 Nov 2010 01:50:29 +0000 http://masterorganicchemistry.wordpress.com/?p=769#comment-543 Thanks! It’s great to have this here.

]]> By: azmanam https://www.masterorganicchemistry.com/2010/08/25/the-six-pillars-of-organic-chemistry/#comment-542 Tue, 09 Nov 2010 15:18:00 +0000 http://masterorganicchemistry.wordpress.com/?p=769#comment-542 I’ll extract this from the comments on the chemistry-blog.com page linked above. It’s my 6 Truths that I share with my students.

#1) Approach unknown reactions just like you should approach all reactions
– Identify nucleophile(s)
– Identify electrophile(s)
– Nucleophiles attack electrophiles
– Repeat

#2) Weaker Acid Wins
– In and acid/base equilibrium, the equilibrium favors the side of the arrow with the weaker acid (the compound with the higher pKa)

#3) Mind your charges
– Make sure the net charge of all compounds is consistent throughout a mechanism

#4) The 2nd Best Rule
– The 2nd best resonance structure usually defines a functional group’s reactivity

#5) Carbonyls: THE CODE
– There are only 3 elementary steps in a carbonyl addition mechanism.
1) Proton Transfer (always reversible)
2) Nucleophilic Addition to a Carbonyl (electrons go up onto oxygen)
3) Electrons Collapse Down from Oxygen (and kick out a good leaving group)
The steps can be in any order and repeated, but those are the only 3 steps needed for addition to acid chlorides, acid anhydrides, aldehydes, ketones, amides, esters, and carboxylic acids (including aldol and Claisen reactions)

#6) When in doubt: Number Your Carbons!
– When coupling 2 molecules, if it not readily obvious where the various atoms go in the product, number the carbon atoms in the starting material and map those numbers on to the product.

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