Talk:Nucleophilic acyl substitution

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WikiProject Chemistry (Rated Start-class, Mid-importance)
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Major Improvements Underway[edit]

I'm adding a significant amount of content to this article, and I would appreciate input and comments from other editors. To see what's been accomplished so far, take a look at my sandbox. Ckalnmals (talk) 06:36, 5 June 2012 (UTC)

Hi there. I am not sure if we should discuss content on your sandbox on this particular page. Would make things confusing. Better to publish the lot here and then start discussion. I an noticing a few things: the lead is gone. In the reactions section some content has vanished. The one pic in the current article has all mechanistics steps as equilibria but in your sandbox not anymore. V8rik (talk) 20:49, 5 June 2012 (UTC)
You're right about the lead; I had planned on simply using a slightly modified version of the existing one. I'm continuing to add content to the reactions section, and I believe that everything mentioned in the existing article is covered in the edit as well. In regards to the equilibria arrows in the mechanisms, you're absolutely right. Drawing one arrow is easier than drawing two, and it's a bad habit of mine. I can work on correcting those, though it will take time since each image will need to be edited.
For other's reference, I'll post the changes I've made so far (See below). Some of the current issues:
  • The previously mentioned issue with equilibria arrows in mechanisms. (Fixed Ckalnmals (talk) 01:45, 20 June 2012 (UTC))
  • The mechanism for acid-catalyzed attack is not correct; the nucleophile should actually be protonated, in the form of Nuc-H. This requires an extra proton exchange step, which is also missing. (Fixed Ckalnmals (talk) 01:45, 20 June 2012 (UTC)) — Preceding unsigned comment added by Ckalnmals (talkcontribs) 04:04, 7 June 2012 (UTC)
  • The section on carboxylic acids is not yet complete. The self-condensation of acids to form anhydrides and the Fischer esterification should be discussed. (Addressed; figures still needed Ckalnmals (talk) 04:57, 7 June 2012 (UTC))
  • Thioesters, which fall between anhydrides and esters in terms of reactivity, aren't mentioned. Are they worth including?
  • None of the new content has been proofread/checked for grammatical (or factual) errors. (Done Ckalnmals (talk) 01:45, 20 June 2012 (UTC))
Since I have the source files for the images, I'll work on changing those. I was also planning on adding the missing content to the carboxylic acid section. I'd like to know what others think about including thioesters; only one of the three organic textbooks I own mention them, though discussing them - even briefly - would make the article more complete. Also, it would be stellar if other editors could proofread the new content, make changes, and suggest corrections. This is one of the 15 classes of reactions in listed on the WikiProject Chemistry worklist that needs a full article, so let's make it happen! Ckalnmals (talk) 03:58, 7 June 2012 (UTC)

Proposed edits[edit]

I like what is written above, it should be included into the article. --Stone (talk) 12:18, 19 June 2012 (UTC)

Stone, thanks for your input and for taking the time to look this over. I'll add the content to the actual article straightaway. Ckalnmals (talk) 00:53, 20 June 2012 (UTC)
The content has been migrated to the article, so I've removed it from the talk page. Ckalnmals (talk) 01:19, 20 June 2012 (UTC)
Great thanks, I will have another look at it. V8rik (talk) 19:01, 20 June 2012 (UTC)
Thanks for taking the time to proofread; you caught a few things I missed. Ckalnmals (talk) 03:31, 23 June 2012 (UTC)