Henri_1234 Posted January 4 Posted January 4 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 Posted January 4 Acid group COOH high acidic, followed by ketogroups, ester and alcohol
Henri_1234 Posted January 4 Author Posted January 4 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 Posted January 4 (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 by chenbeier
Henri_1234 Posted January 4 Author Posted January 4 (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 by Henri_1234
chenbeier Posted January 4 Posted January 4 C is more acidic, why is it so. Check - I and / or - M Effect.
exchemist Posted January 4 Posted January 4 (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 by exchemist
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