Alcohols Flashcards
What is formed on the dissociation of ethanol?
Ethoxide and hydroxonium ion
Reaction with Na
Hydrogen is replaced by Na
CH3CH2ONa
Dehydration of alcohols
Reagents: Al2O3/concentrated H2SO4 catalyst
Conditions: heat
Alkene is produced
Substitution of OH with a halogen
Reagents and conditions: HX or KBr with H2SO4/H3PO4 or PCl3 heat or PCl5 or SOCl2 or NaI with H3PO4
Halogenoalkane is produced
Oxidation of primary alcohols
Reagents: KmnO4 OR K2Cr2O7(aq)/H+
Conditions: distillation - aldehyde/reflux - c. acid
Oxidation of secondary alcohols
A ketone is produced
Condensation with acid
Reagent: c. acid
Conditions: c. H2SO4 or H3PO4 (catalyst)
A ester is produced
Tri-iodomethane reaction
Reagents: I2(aq), NaOH(aq)
Type of reaction: Oxidation
Tri-iodomethane is formed (a yellow ppt)
What is the tri-iodomethane reaction used to detect? (3)
1) Methylalcohol
2) Methyl ketone group
3) Ethanal
The methyl group is converted to CHI3
Reactions that produce alcohols (6)
1) Nucleophilic substitution of halogenoalkane
2) Alkene + steam
3) Oxidation of alkenes
4) Reduction of aldehyde/ketone
5) Reduction of c. acid
6) Hydrolysis of acid
Compare the acidity of alcohols with water
Alcohols are less acidic than alcohols. The ethoxide ion formed upon dissociation of the alcohol is destabilised by the presence of the alkyl group which is electron pushing. The reaction lies more to the left