Alcohols Flashcards
Primary
C-OH attached to one other carbon
Secondary
C-OH attached to two other carbons
Tertiary
C-OH attached to three other carbon
Boiling point of alcohol
- hydrogen bonds
- require lots of energy to overcome
- high boiling point
Miscibility with water
- hydrogen bonds with H2O form
- Mr of alcohol increases, miscibility decreases
Combustion of alcohol
produce carbon dioxide and water
Alcohol to ketone
Reagents: secondary alcohol/ K2Cr2O7
Conditions: c.H2SO4, distillation
Observations: orange to dark green
Mechanism: oxidation
Alcohol to aldehyde
Reagents: primary alcohol/ K2Cr2O7
Conditions: c.H2SO4, distillation
Observations: orange to dark green
Mechanism: oxidation
Alcohol to carboxylic acid
Reagents: primary alcohol/ K2Cr2O7
Conditions: c.H2SO4, reflux
Observations: orange to dark green
Mechanism: oxidation
Alcohol to alkene
Reagents: c. H3PO4
Conditions: reflux, heat
Mechanism: elimination/ dehydration
Equation of alcohol to carbonyl
alcohol + [O] -> carbonyl + H2O
Equation of alcohol to carboxylic acid
alcohol + 2[O] -> carboxylic acid + H2O
Alcohol to haloalkane
Reagents: NaBr
Conditions: H2SO4
Mechanisms: nucleophilic substitution
Side product: H2O
Reactivity of alcohols
C-O and O-H are polar bonds
Oxidation of tertiary alcohols
- resistant
- attached carbon doesn’t have hydrogen