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Hello i need help to understand on how to rank acidity of compounds


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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?

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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 by chenbeier
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Posted (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 by Henri_1234
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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 by exchemist
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