Comments on: A Handy Rule of Thumb for Acid-Base Reactions https://www.masterorganicchemistry.com/2012/05/17/a-handy-rule-of-thumb-for-acid-base-reactions/ Tue, 30 Sep 2025 18:31:26 +0000 hourly 1 https://wordpress.org/?v=6.9.4 By: James Ashenhurst https://www.masterorganicchemistry.com/2012/05/17/a-handy-rule-of-thumb-for-acid-base-reactions/#comment-773987 Tue, 30 Sep 2025 18:26:48 +0000 https://www.masterorganicchemistry.com/?p=5064#comment-773987 In reply to Rakha dwi Laksono.

Oh, you are correct. Good catch. Thank you!

]]> By: Rakha dwi Laksono https://www.masterorganicchemistry.com/2012/05/17/a-handy-rule-of-thumb-for-acid-base-reactions/#comment-773942 Tue, 30 Sep 2025 08:21:24 +0000 https://www.masterorganicchemistry.com/?p=5064#comment-773942 the “claisen condensation product” in summary table there should be Methyl acetoacetate is it? the enolate compound do substitution nucleophile to other Methyl acetate that produce Methyl acetoacetate instead Dimethyl malonate, like the explanation that show us

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2012/05/17/a-handy-rule-of-thumb-for-acid-base-reactions/#comment-645176 Fri, 30 Dec 2022 05:01:21 +0000 https://www.masterorganicchemistry.com/?p=5064#comment-645176 In reply to Jake.

Fixed. Thank you.

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2012/05/17/a-handy-rule-of-thumb-for-acid-base-reactions/#comment-645175 Fri, 30 Dec 2022 05:01:06 +0000 https://www.masterorganicchemistry.com/?p=5064#comment-645175 In reply to vivek.

In many books the pKa of water is listed as 15.7. However there seem to be several errors in how this number was arrived at. I have corrected earlier versions of this post which had that value and replaced them with a value of 14, so no, methanol is not a stronger acid than water.

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2012/05/17/a-handy-rule-of-thumb-for-acid-base-reactions/#comment-645174 Fri, 30 Dec 2022 04:59:26 +0000 https://www.masterorganicchemistry.com/?p=5064#comment-645174 In reply to Flavio Lujan.

I fixed the typo with respect to the favorability of the acid-base reaction. Thanks.

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2012/05/17/a-handy-rule-of-thumb-for-acid-base-reactions/#comment-645173 Fri, 30 Dec 2022 04:57:28 +0000 https://www.masterorganicchemistry.com/?p=5064#comment-645173 In reply to Gemma.

Corrected this typo. Thanks for letting me know!

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2012/05/17/a-handy-rule-of-thumb-for-acid-base-reactions/#comment-645172 Fri, 30 Dec 2022 04:57:15 +0000 https://www.masterorganicchemistry.com/?p=5064#comment-645172 In reply to samm.

Fixed this mistake. Thank you.

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2012/05/17/a-handy-rule-of-thumb-for-acid-base-reactions/#comment-645171 Fri, 30 Dec 2022 04:57:04 +0000 https://www.masterorganicchemistry.com/?p=5064#comment-645171 In reply to MP.

This was a mistake. Fixed. Thanks!

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2012/05/17/a-handy-rule-of-thumb-for-acid-base-reactions/#comment-645170 Fri, 30 Dec 2022 04:56:50 +0000 https://www.masterorganicchemistry.com/?p=5064#comment-645170 In reply to Krushnansh Jain.

This has been fixed. Thank you for bringing it to my attention!

]]> By: Krushnansh Jain https://www.masterorganicchemistry.com/2012/05/17/a-handy-rule-of-thumb-for-acid-base-reactions/#comment-643409 Tue, 29 Nov 2022 14:38:23 +0000 https://www.masterorganicchemistry.com/?p=5064#comment-643409 In the second point you have stated that H2O is the weaker acid and CH3O- is the weaker base of the reaction I believe which is not true as it can be observed that the pka of water(14) is less than the pka of methanol(15.2) so, water is definately stronger acid than methanol. Because of this I am not able to properly grasp what is given in the second point can you please explain.

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