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The Hofmann Elimination

The Hofmann Elimination

October 18, 2017

The Hofmann Elimination is an elimination reaction that forms C-C double (pi) bonds that specifically occurs when the leaving group is NR3 [note] It proceeds through an E2 mechanism. Although the key concepts are no …

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Elimination of Alcohols To Alkenes With POCl3

Elimination of Alcohols To Alkenes With POCl3

April 28, 2015

Here’s what we talk about today: more eliminations of alcohols!  Note that this reagent isn’t covered in all courses, but I’ll include it here for completeness’ sake. We’ve talked about…

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Tosylates And Mesylates

Tosylates And Mesylates

March 10, 2015

Today we’re going to talk about a different way of making alcohols into good leaving groups – by turning them into tosylates and mesylates (“organosulfonates”). Here’s a brief summary o…

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The Williamson Ether Synthesis

The Williamson Ether Synthesis

October 24, 2014

In the last post, we discussed the acid-base properties of alcohols. Two posts ago, we said that acid-base reactions are often used to “set up” substitution and elimination reactions of alcohols.  In this…

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Guest Post On SN1/SN2/E1/E2 (6): Wrapup

Guest Post On SN1/SN2/E1/E2 (6): Wrapup

November 21, 2013

Part 6 of a 6 part series. Previous posts in the series:  1 2 3 4 5 – James  3 ½ Steps To Any SN1/SN2/E1/E2 Reaction: Wrap Up And Cautions, by @azmanam Congratulations! You now have all the information you …

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Guest Post On SN1/SN2/E1/E2 (5) – The Solvent

Guest Post On SN1/SN2/E1/E2 (5) – The Solvent

November 18, 2013

For the previous posts in Adam’s series on the SN1/SN2/E1/E2 decision, see Part 1 Part 2 Part 3 and Part 4 – James Three And A Half Steps To Any Substitution or Elimination Reaction, Step 3: The Natur…

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Guest Post on SN1/SN2/E1/E2 (4): The Electrophile

Guest Post on SN1/SN2/E1/E2 (4): The Electrophile

November 14, 2013

For the previous posts in Adam’s series on the SN1/SN2/E1/E2, see Part 1 Part 2 Part 3. – James Three And A Half Steps To Any Substitution or Elimination Reaction, Step 2: The Nature of The Electrophile by…

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Guest Post On SN1/SN2/E1/E2 (3): Step 1 – The Nucleophile

Guest Post On SN1/SN2/E1/E2 (3): Step 1 – The Nucleophile

November 12, 2013

Following from Adam’s last guest post on the SN1/SN2/E1/E2 (“The Leaving Group“) here is part 3 of the series!  – James Step One: What is the nature of the nucleophile? by @azmanam Last time, …

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Guest Post on SN1/SN2/E1/E2 (2): Three And A Half Steps To Any Substitution Or Elimination Reaction

Guest Post on SN1/SN2/E1/E2 (2): Three And A Half Steps To Any Substitution Or Elimination Reaction

November 7, 2013

The second in a series of guest posts on SN1/SN2/E1/E2 by Chemistry Blog author and “instructor of organic chemistry at a small Midwestern liberal arts college” @azmanam  . For the first post, click here.…

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Guest Post on SN1/SN2/E1/E2 (1): Why Electrons Are Like A Hyperactive Child

Guest Post on SN1/SN2/E1/E2 (1): Why Electrons Are Like A Hyperactive Child

November 4, 2013

Note (from James) When my friend Adam  from The Chemistry Blog offered to write a series of posts on Substitution and Elimination, I immediately said “yes”. This is one of the topics that many students st…

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