The Robinson Annulation

The Robinson Annulation

December 10, 2018

There’s something about intramolecular reactions that often trips students up. Conceptually, understanding an intramolecular reaction is not much different than understanding what happens when you fasten a belt,…

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Reactions of Diazonium Salts: Sandmeyer and Related Reactions

Reactions of Diazonium Salts: Sandmeyer and Related Reactions

December 3, 2018

Formation of Diazonium Salts From Aromatic Amines Today let’s talk about a set of reactions of aromatic amines, that variously are catalogued under “amines” and “aromatic compounds”, depe…

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Aromatic Synthesis (3) – Sulfonyl Blocking Groups

Aromatic Synthesis (3) – Sulfonyl Blocking Groups

November 26, 2018

I Just Want The ORTHO- Product, Thank You Question: Just how selective are ortho- para, directors for the ortho- and para- products, respectively? There are two ortho positions and one para. All else being equ…

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Synthesis (7): Reaction Map of Benzene and Related Aromatic Compounds

Synthesis (7): Reaction Map of Benzene and Related Aromatic Compounds

November 19, 2018

Let’s map out all of the reactions we’ve learned in this section on aromatic rings + substituents. Also included is a few reactions we actually haven’t covered yet – such as diazonium salt form…

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The Strecker Synthesis of Amino Acids

The Strecker Synthesis of Amino Acids

November 12, 2018

What’s not to love about the cyanide ion? OK, OK, it’s a deadly poison, and should be treated extremely carefully in the lab. But besides that, it’s an excellent nucleophile that can react with a wi…

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Regioselectivity In The Diels-Alder Reaction

Regioselectivity In The Diels-Alder Reaction

November 5, 2018

The Diels-Alder is an onion, and we just keep peeling back the layers. Today’s post is about regioselectivity in the Diels-Alder. Quick summary: “Regioselectivity” In The Diels-Alder Reaction So far …

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The Ruff Degradation and Kiliani-Fischer Synthesis

The Ruff Degradation and Kiliani-Fischer Synthesis

October 29, 2018

The cyanide ion (CN–) can be a very useful tool for extending carbon chains by a single carbon. A familiar example is the reaction of cyanide ion with primary alkyl halides in a nucleophilic substitution reaction (S…

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Aromatic Synthesis (2) – Polarity Reversal

Aromatic Synthesis (2) – Polarity Reversal

October 22, 2018

Quick summary: pay close attention to reactions that change ortho-, para- directors into meta- directors, and vice versa! Last time we talked about the importance of choosing the correct “order of operations&…

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Aromatic Synthesis (1) – “Order Of Operations”

Aromatic Synthesis (1) – “Order Of Operations”

October 15, 2018

Up to now, we’ve covered electrophilic aromatic substitution [6 key reactions] [mechanism] [ortho-para-meta] and then the reactions of aromatic substituents [bromination & oxidation] [carbonyl reduction] [n…

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More Reactions on the Aromatic Sidechain: Reduction of Nitro Groups and the Baeyer Villiger

More Reactions on the Aromatic Sidechain: Reduction of Nitro Groups and the Baeyer Villiger

October 8, 2018

Quick summary of this post on three new reactions of aromatic substituents: reduction of nitro groups to amines, protection of amines as amides, and on the Baeyer-Villiger reaction of ketones: Three More Reactions Of …

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