Common Mistakes: Formal Charges Can Mislead

February 22, 2012

Formal charges have their plusses and minuses. Har har. One one hand, they’re an indispensable accounting tool. If a molecule bears a charge, it would drive us nuts (for nomenclature reasons) if we didn’t adopt some kind of system where a charge was unambiguously assigned to one atom. In many instances, the formal charge on [...]

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The Third Most Important Question to Ask When Learning A New Reaction

February 20, 2012

When learning any new reaction, I think you always have to start with the “what”. What bonds are forming, and what bonds are breaking. After you answer “what”, then you can start asking “where” – as in , “where are the electrons of the reactants?” What areas are electron rich? What areas are electron poor? [...]

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Reaction Friday: Addition of Grignard Reagents to Ketones

February 18, 2012

Grignard reagents are very useful carbon-based nucleophiles and will readily form carbon-carbon bonds with carbonyl compounds. Here the reaction of Grignard reagents with ketones is described, along with several examples and a detailed mechanism. Have a great weekend! Related Posts:No Related Posts

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Organic Chemistry Study Tips: How to use a “Study Buddy”

Organic Chemistry Study Tips: How to use a “Study Buddy”

February 16, 2012

I can’t claim credit for this idea but unfortunately I can’t remember where I read it either. Here’s a helpful and quick way to make use of a study partner. Let’s say you’ve got a long list of reactions that you’ve learned, but you need to practice your synthesis skills. Here’s what you can do. [...]

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Curved Arrows (for reactions)

February 15, 2012

If you think of electrons as the currency of chemistry, reactions are transactions of electrons between atoms. Just like double entry book keeping was developed to formalize how financial transactions  are recorded, chemists have developed their own convention for showing transactions of electrons between atoms. It’s called the curved arrow formalism. Previously I covered how [...]

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Reaction Friday: Oxymercuration of Alkenes using Hg(OAc)2 and NaBH4

Reaction Friday: Oxymercuration of Alkenes using Hg(OAc)2 and NaBH4

February 11, 2012

Reaction Friday is back!!! Today’s video is on a commonly encountered reaction for making alkenes, the oxymercuration of alkenes using Hg(OAc)2 and water, followed by reduction with NaBH4. Thanks to all of those who’ve made helpful comments on making videos. Related Posts:No Related Posts

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Can Opener Economics

February 9, 2012

First, an explanation. This happened. So things at MOC have basically  been on hold for a few weeks. Life is now returning to normal. The following discussion has nothing to do with the above, other than the fact that my dad’s best friend wryly observed of him: “When he opened his wallet, moths flew out”. [...]

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Reaction Friday will return…

Reaction Friday will return…

February 3, 2012

… as will regular posting – next week. Organic chemist Brian Coppola of the University of Michigan recently won a $275,000 teaching award from Baylor University. The press release and his presentation are in the link below. Chemist Brian P. Coppola Wins Prestigious Teaching Award (University of Michigan) The hour-long talk is extremely good. Coppola [...]

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Reaction Friday: Addition of HBr to alkenes

Reaction Friday: Addition of HBr to alkenes

January 21, 2012

The addition of HBr to alkenes is the focus of today’s video. Fast forward to the fifteen seconds at the end for maximum awkwardness. I am an idiot when it comes to this stuff. Is making videos supposed to be brutally fricking hard? I don’t know how Gary Vaynerchuk and Salman Khan do it. Thanks for [...]

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Take “Don’t Memorize!” with a grain of salt

Take “Don’t Memorize!” with a grain of salt

January 19, 2012

Loyal reader Sandy writes in with a comment about memorization: I wish I had understood much earlier that there is a place for memorization in Orgo – like the reagents and what they contribute to a relationship, what reactions they are used with, etc. We were heavily discouraged not to memorize for the class – [...]

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