Exam 3 Flashcards
Reduction of Ketone or Aldeyhyde to an Alcohol
Strong reducing agent such as 1)LiAlH4 2)H20
Reduction of Acid chlorides, Esters, and Carboxylic acids results in…
an alcohol
Reduction of Amides
Amines
Aldehydes and Ketones nucleophilic addition
Organometallic bases, RLi and RMgX
Creates an alcohol
Nucleophilic Addition to Acid Chlorides and Esters
Organometallic bases, RLi and RMgX
Adds 2 equivalent R groups
Organometallics to Carboxylic acids
1)CO2, 2)H2O
Nucleophillic addition of an acid chloride, but doesn’t react with an aldehyde or ketone
R2CuLi
Epoxide to alcohol
Organometallic bases, 1)RLi and RMgX 2)H2O
This reacts with the beta carbon in alpha, beta unsaturated ketones
R2CuLi
Nucleophilic addition of -CN
NaCN, HCl, also reduces carbonyl
Substitution of C=O for C=CR2
Wittig Reaction
Ph3P=CR2
(mechanism forms a four-membered ring)
Aldehyde or Ketone to Imine
RNH2, acid catalyst
Imine has a R2C=NR
Aldehyde or ketone to enamine
R2NH, acid catalyst
forms RC=CR-NR2
Aldehyde or ketone to Acetal
2ROH, TsOH
R-2OR-H(R)
Fisher esterfication
carboxylic acid + alcohol + sulfuric acid= ester+ H2O