Orgo Block 4

Electron Donating Group effect on pKa of Alcohol

EDG’s destabilize negative charge, raise pKa, reduce acidity

Electron Withdrawing Group effect on pKa of Alcohol

EWG’s stabilize - charge, reduce pKa

High Boiling Point/ Low solubility in H2O

Caused by greater number of carbons (butanol, propanol etc)

Ether effectiveness at Solvency

Low boiling Point + Ability to stabilize Mg and Li

Epoxide Reactivity

Driven by “Ring Strain” alleviation

Halide preferd attacking point in Ether Synth

LESS substituted Carbon

Mechanism

NONE

Mechanism

Mechanism

Primary Alcohol and PCC make

Primary Alcohol and CrO3

INSTANTLY

Aldehyde and CrO3

Secondary Alcohol and CrO3

Secondary Alcohol + PCC

NO RXN

Ether Cleavage

Less Substituted carbon attacked first

Williamson Ether Alcohol

Williamson ether Halide

MORE SUBSTITUTED TAKES ALCOHOL

ALCOHOL ON LESS SUBSTITUTED CARBON

ALCOHOL MORE SUBSTITUTED, BR AT LESS

Epoxide formation ingredients

Replace LG on Primary Group with double Bond

Replace LG with OH

NaOH

Electron Donating Group effect on Amines

Stabilize + charge and increase basicity

Aldehyde + Ammonia/Metal

Primary amine