Chapter 14: Alcohols (14.1-14.2) Flashcards
general formula of alcohols
Cn H2n+1 OH
alcohol functional group
-OH (hydroxyl)
polarity of alcohols
polar O-H bonds (oxygen is more electronegative than hydrogen)
therefore hydrogen bonds exist between molecules + there are polar bonds within the molecules
melting and boiling points of alcohols
strong hydrogen bonds result in alcohols having relatively high melting/boiling points and low volatility (compared to alkanes of a similar mass)
solubility of alcohols
Soluble in water (solubility decreases as the carbon chain length increases)
alcohols can from hydrogen bonds with water molecules, meaning alcohols with a SHORT carbon chain are soluble in water
name the 3 types of alcohol
Primary (-OH group is bonded to a carbon atom that is only attached to 1 other carbon atom)
Secondary (-OH group attached to a carbon atom that is attached to 2 other carbon atoms)
Tertiary (-OH group attached to a carbon atom that it attached to 3 other carbon atoms)
alcohol + oxygen –>
excess oxygen, complete combustion
CO2 (g) + H2O (l)
oxidising agent for the oxidation of primary and secondary alcohols
acidified potassium dichromate(VI)
K2Cr2O7/H2SO4
represented as [O] in equation
colour change of potassium dichromate to show oxidation of an alcohol
orange –> green
no colour change for tertiary alcohols as they cannot be oxidised
oxidation of primary alcohols to aldehydes
primary alcohol is heated (with oxidising agent) under distillation
distilling off the aldehyde prevents furrier oxidation
aldehyde: RCHO
oxidation of primary alcohols to carboxylic acids
primary alcohol is heated under reflux (w excess oxidising agent). Heating under reflux prevents the aldehyde, which initially forms from escaping so that full oxidation can take place and a carboxylic acid is formed.
carboxylic acid: RCOOH
oxidation of secondary alcohols
secondary alcohol is heated under reflux (with oxidising agent) to form a ketone. Ketones cannot be oxidised further
ketone: RCOR
elimination reactions of alcohols (dehydration)
dehydrating agents (e.g. H2SO4 or H3PO4) can be used to remove H2O from alcohols to from an alkene and water
substitution reactions of alcohols
alcohols react with hydrogen-halides in acidic conditions to produce a haloalkane and water.
halide ion replaces OH group.