Chapter 22 Flashcards
Base Promoted Amide Hydrolysis
turns amide into carb acid and salt
Reactivity series
aminde, ester and carb acid, anhydride, acid halide increasing reactivity
-anything can be converted to something to its left
addition-elimination mechanisms
-rxn goes to the right if LG is more stable than Nu
Reaction of Ester with OH (saponification)
-acid/base rxn is driving force
-ester turns into carboxylate ion and oh-r if only OH
-If HCL turns into carb acid and OH-r
Haloform RXN
reagent: I2, Br2, Cl2
-Happens when alpha-c is CH3
-makes a carb acid and HCx3
Soap Chemistry
Triglyceride turns into glycerol and soap molecules
Ester Reduction
-LAH reagent
-reduces ester to an OH
Hydride Reductions
-LiAlH4-can reduce everything
-NaBH4 cant reduce all but carb acid, amide, nitrile, esters
Acid Halide Reduction
-LAH or NaBH4 both reduce it to an alcohol
Carb Acid reduction
-LAH
-turns into an alcohol
Amide Reduction
-LAH only
-turns amide into just NH not c=o bond
Partial Ester Reduction with DiBAL-H
-reagent DiBAL-h, low temp
-reduced ester to an aldehyde
Organometallic Addition
reagent: r-MgBR and H3o
R’ adds two times and turns c=o to oh
R-OH
Organocuprate Coupling
reagent: RCuLi
-leaving group gets replaced with R only once