Alcohols & Carbonyls Flashcards
How are oxidation numbers calculated?
C-O are +1
C=O are +2
C-H are -1
C-C are neutral
What are two good reducing agents?
LiAlH4 and NaBH4
_ are formed upon complete reduction of carbonyls
Alcohols
Why are carbonyl groups so reactive?
The resonance structures give the carbon a partial positive charge, allowing it to act as an electrophile
Primary alcohols are oxidized to …, which further oxidize to …
aldehydes
carboxylic acids
What can be used to stop oxidation of aldehydes or ketones?
PCC (pyidinium chlorochromate)
Secondary alcohols give … upon oxidation
ketones
Tertiary alcohols…
do not typically oxidize
Why must a solution be dry when using Grignard reagents?
They act as extremely strong bases and will react with water or acids present
What is a main purpose of Grignard reactions?
To combine carbon chains with a Grignard reagent and an electron-rich carbon
Why can’t Grignard reagents contain electrophilic functionalities?
It would cause an acid-base reaction to occur instead of a nucleophilic attack on a carbon