20.5 Hydride Reduction Reactions | Carboxylic Acid Derivatives | Organic Chemistry

[@strugglingcollegestudent]

I love how the amide tells the oxygen to get out, I will remember that for sure

[@ChadsPrep]

Glad to hear it!

[@sciencenerd7639]

super helpful

[@ChadsPrep]

Glad to hear!

[@miriamt7094]

Thank you! Question, How come an Amine(protonated) can leave in Amide hydrolysis to form a carboxylic acid. Yet an amine can not leave in hydride reduction of an Amide?

[@Czar_Char]

chad no go mind you da

[@abigailbui5753]

do you need two equivalents of BH4 and LiAlH4 to reduce the carboxylic derivatives into primary alcohols or just one equivalent.

[@ChadsPrep]

You absolutely need two equivalents. But you won't often see it written that way. Perhaps that is because adding only 1 equivalent will not yield an aldehyde and is therefore not synthetically useful (we have special hydride reagents for this). So whether it is stated as 2eq or not (you are more likely to see not) I would assume 2eq for this reaction. There are other reactions where we have to make a point of writing 2 eq or excess, but not typically here. Hope this helps!

[@abigailbui5753]

@@ChadsPrep oh my gosh yes, thank you!

[@ChadsPrep]

@@abigailbui5753 Very welcome!

[@Czar_Char]

hi Chad!!

[@ChadsPrep]

Hello!