Henri_1234 Posted January 4, 2024 Posted January 4, 2024 For example i have this exercise that something like that will be on my exam, i just want to understand it, from where and how to begin ranking idk why but it seems so hard to me
chenbeier Posted January 4, 2024 Posted January 4, 2024 Acid group COOH high acidic, followed by ketogroups, ester and alcohol
Henri_1234 Posted January 4, 2024 Author Posted January 4, 2024 2 minutes ago, chenbeier said: Acid group COOH high acidic, followed by ketogroups, ester and alcohol im a beginner on organic chemistry, can you tell me which of these are the ketogroups and ester groups?
chenbeier Posted January 4, 2024 Posted January 4, 2024 (edited) R-CO-R' Keto, RCOOR' Ester But I suggestion to get a book of organic chemistry or use the WEB. Acidic will be the H close to them. The CH2 between the two Keto groups in c will be acidic Edited January 4, 2024 by chenbeier
Henri_1234 Posted January 4, 2024 Author Posted January 4, 2024 (edited) 7 minutes ago, chenbeier said: R-CO-R' Keto, RCOOR' Ester But I suggestions to get a book of organic chemistry or use the WEB. ok and which is more acidic B OR C ? Edited January 4, 2024 by Henri_1234
chenbeier Posted January 4, 2024 Posted January 4, 2024 C is more acidic, why is it so. Check - I and / or - M Effect.
exchemist Posted January 4, 2024 Posted January 4, 2024 (edited) 1 hour ago, Henri_1234 said: ok and which is more acidic B OR C ? The groups which tend to be the most electron-withdrawing will make it easier for H+ to be released ( more stable anion). A carbonyl C=O can spend some time as C⁺-O⁻. So the CH2 between 2 carbonyls gets the effect from both sides, making it easier for one of the Hs to come off, leaving an enolate anion, cf. keto-enol tautomerism: https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(Morsch_et_al.)/22%3A_Carbonyl_Alpha-Substitution_Reactions/22.01%3A_Keto-Enol_Tautomerism. You can apply the same logic to A vs. F. If you have an exam coming, you must have some revision notes or lecture material on this kind of thing. Edited January 4, 2024 by exchemist
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