Master Organic Chemistry

Hammond’s Postulate

September 28, 2011 By James Ashenhurst 7 Comments

Last week Diana left this comment: I recently had my first orgo exam and one of the concepts that I have trouble visceralizing is Hammond's Postulate. I can follow the explanation in my textbook (L.G. Wade, Jr. 7th edition), but I don't really grasp it. Is there an alternative intuitive … [Read more...]

Filed Under: Organic Chemistry 1, Thermodynamics and Kinetics Tagged With: endothermic, exothermic, Hammond's postulate, reaction coordinate, transition state

What To Expect In Organic Chemistry 2

January 19, 2011 By James Ashenhurst 8 Comments

A large part of organic chemistry 1 is devoted to laying the foundations: introducing structural concepts such as bonding, geometry, stereochemistry, conformations, resonance, and steric effects, while introducing concepts in chemical reactivity such as nucleophilicity, electrophilicity, acidity, … [Read more...]

Filed Under: Organic Chem Study Tips, Organic Chemistry 2, Thermodynamics and Kinetics Tagged With: aromaticity, conjugation, cycloaddition, diels alder, org 2, resonance, thermodynamic and kinetic

What’s a Transition State?

November 3, 2010 By James Ashenhurst 8 Comments

Here's a question that comes up a lot: What's a transition state? A transition state is a very short-lived configuration of atoms at a local energy maximum in a reaction-energy diagram (aka reaction coordinate). A transition state has partial bonds, an extremely short lifetime (measured in … [Read more...]

Filed Under: General Chemistry, Organic Chemistry 1, Thermodynamics and Kinetics Tagged With: endothermic, exothermic, Hammond's postulate, intermediates, kinetics, reaction diagrams, reaction rate, transition states

The Marriage May Be Bad, But the Divorce Still Costs Money

October 28, 2010 By James Ashenhurst 4 Comments

Common misconception: energy is released through the breaking of bonds. Not correct. Energy is released through the FORMATION of chemical bonds.  Formation of a new bond between two atoms results in a net lowering of energy of the atoms involved, corresponding with a release of energy (heat) … [Read more...]

Filed Under: Chemical Bonds, Thermodynamics and Kinetics Tagged With: blind spots, bond strengths, bonding, bonds, endothermic, energy, exothermic

Why Do Organic Chemists Use Kilocalories?

September 27, 2010 By James Ashenhurst 6 Comments

What's the deal with organic chemists using kilocalories (kcal) instead of kilojoules (kJ)? The metric system, of System Internationale (SI) was first adopted in France in 1791 soon after the French Revolution (one of their other innovations adopted by the revolutionaries - the ten-day week - did … [Read more...]

Filed Under: Nomenclature, Organic Chemistry 1, Thermodynamics and Kinetics Tagged With: bond strengths, energies, energy diagrams, kcal, kj, nomenclature, obscure questions

From Gen Chem to Organic Chem, Part 14: Wrapup

September 15, 2010 By James Ashenhurst 8 Comments

So what are the key concepts from General Chemistry that you need to apply to Organic Chemistry, going in? This past summer, I saw people asking this question on places like Yahoo Answers and SDN all the time. So I decided to do something about it. It was embarrassing how much 1st year chemistry I'd … [Read more...]

Filed Under: Chemical Bonds, Functional Groups, General Chemistry, Nomenclature, Organic Chemistry 1, Thermodynamics and Kinetics, Understanding Electron Flow, Where Electrons Are Tagged With: bronsted acids, covalent, equilibrium, ionic, lewis acids, Lewis structures, octet rule, opposite charges attract, quantum, rate

From Gen Chem to Organic Chem, Pt. 13 – Equilibria

September 13, 2010 By James Ashenhurst Leave a Comment

(The last lesson in the series. I wish I had this series done by the time school started for most people, but I initially thought I could cover the basics of Gen Chem in 6 posts and it just kept growing - planning fallacy in action.) Chemical Equilibria In chemistry, irreversible reactions … [Read more...]

Filed Under: General Chemistry, Thermodynamics and Kinetics Tagged With: acid, base, equilibrium, General Chemistry, le chatelier, pka

From Gen Chem to Org Chem Pt. 12 – Kinetics

September 8, 2010 By James Ashenhurst 6 Comments

Chemical kinetics is the study of reaction rates.  It can be really important in figuring out the mechanisms of chemical reactions. Here are the essentials of what you need to remember about chemical kinetics as you go from Gen chem to organic chemistry. 1. Reaction rates are proportional to … [Read more...]

Filed Under: General Chemistry, Thermodynamics and Kinetics Tagged With: activtation energy, kinetics, mechanism, rate, sn1

From Gen Chem to Organic Chem, Pt. 11 – The Second Law

September 3, 2010 By James Ashenhurst 5 Comments

From Wikiquote: Zeroth law of thermodynamics: you must play the game 1st law : you can't win 2nd law: on a very cold day, you can break even 3rd law: it never gets that cold The 2nd Law of Thermodynamics:  Δ G = Δ H - T Δ S. (I wrote a really long description of this law and realize … [Read more...]

Filed Under: General Chemistry, Organic Chemistry 1, Thermodynamics and Kinetics Tagged With: elimination, entropy, gen chem, substitution, thermodynamics

From Gen Chem to Organic Chem, Pt. 10 – Hess’ Law

September 1, 2010 By James Ashenhurst 4 Comments

Probably nowhere else does the contrast between the largely quantitative nature of Gen Chem with (relatively) qualitative nature of Org Chem become more apparent than with the topic of thermodynamics. Whereas you probably spent a lot of time in Gen chem figuring out heats of formation, free energy … [Read more...]

Filed Under: General Chemistry, Organic Chemistry 1, Thermodynamics and Kinetics Tagged With: bond strengths, enthalpy, entropy, gen chem, gibbs, hess law, homolytic, thermodynamics

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