r/OrganicChemistry

Has anyone here tried this new (october 2025) reduction of carboxylic acids to aldehydes?

Reagent for the Chemoselective Reduction of Carboxylic Acids to Aldehydes

Organic Letters 2025, 27, 44, 12391–12395

No over reduction to primary alcohols detected, works on aromatic and aliphatic aldehydes, no epimerization of alpha-chiral centers, no inert atmosphere or anhydrous conditions, good to excellent yields with a good substrate scope. Dump and stir at RT, filter, rotovap, column.

It also works on esters when they use LiOH instead of LiCO3 (via in situ hydrolysis of the ester to form the carboxylate which is reduced).

Maybe I'm missing something but this looks super convenient and useful. The reagent is not widely or cheaply commercially available yet but is synthesized in 2 steps with no chromatography

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u/cooked_myself — 4 hours ago

Radical Reaction

Looked at the answer key and C is the answer but isn’t Bromine selective? Wouldn’t that make it bond to the allylic carbon of the benzene ring and make the answer choice A?

u/Winterr21123 — 15 hours ago

What will be end products? Also what is the role of NaOH in first and CO2 in second?

What would be B? And what is the role of NaOH after reaction with PhCl?

What would be Y ? And what is the reaction with CO2/Dry Ether? If possible can you share the mechanism?

u/Tunneltosummer — 19 hours ago

Gift for chem tutors

Hi I created a sticker I don’t know if it’s stupid or even if it looks good. Please be kind but honest about it. I’m thinking of gifting it to my organic chemistry tutors who are graduating this year. The colors are based off our school colors. I originally wanted to do their name based on the elements but I no longer have time to do that.

Thanks!

u/Elegant_Summer_3712 — 1 day ago

Naming of alcohols

I need help with naming these alcohols and understanding the principles in naming.

A.(R,E)-1-ethylpentanol

B. butane-1,2,3,4-tetrol

C. 1-(methyl-2-pentanol) cyclohexene

u/jared_newton_1643 — 14 hours ago

Acetaminophen Acid Hydrolysis

Can someone please help me figure out how to do acid hydrolysis for acetaminophen? I’m really struggling and I would appreciate if someone show me the diagram and arrow pushing for it!

u/TeaVarious7333 — 1 day ago