2.9 Alcohol Flashcards
alcohol can be classified into ?
primary
secondary
tertiary
CH3 CH2 CH2 OH
name
class
propan - 1 - ol
primary
CH3 CH2 CH(OH) CH3
name
class
butan - 2 - ol
secondary
(CH3)3 OH
name
class
2-methylpropan-2-ol
tertiary
why alcohols are more reactive than alkanes?
C–OH bond is polarised
C slightly + is susceptible to attack by nucleophiles
reactions of alcohols
give 2
- combustion
2. metallic sodium
how ethanol is made
fermentation of sugar cain or grain
- combustion of alcohols
- combustion
alcohol burns to give CO2 and water
burns with blue flame and little soot
eq refers to note pg 2
- reaction of alcohols with metallic sodium
- metallic sodium
sodium very reactive
forces hydrogen in -OH to behave like an acidic hydrogen
sodium replaces hydrogen in this reaction to form hydrogen gas
eq refers to notes pg2
if excess ethanol is evaporated, sodium ethoxide ( ionic compound) is seen as a white solid
sodium and water
eq refer notes pg 2
sodium in water
flame and quite vigorous due to exothermic reaction which the heat reacted with h2 produced
effervescence
sodium hydroxide soluble is water
sodium floats
sodium in ethanol
no flame and less vigorous
effervescence by h2
sodium ethoxide seen as white solid and dissolves slowly as it pulls moisture from surrounding
sodium do not float
other than water and alcohol
what else react vigorously with sodium to produce bubbles
acid
write eq refer notes pg 3
propan - 1- ol when burns
eq
refer to notes pg 3
sodium and propan - 1 - ol
eq
refer to notes pg 3
types of reaction with alcohols
name 3
substitution
oxidation
dehydration / elimination
substitution of alcohols -OH substituted by a halogen atom
- formation of chloroalkane
eq reagent condition product reaction type observation
test for hydroxyl group presence in carboxylic acid
eq: refer to notes
reagent: solid phosphorus pentachloride
condition: room temp, dry test tube
product: chloroethane ( reactant : ehthanol )
reaction type : nucleophilic substitution
observation: steamy fumes ( HCL)
- formation of chloroalkane
why dry test tube is used
avoid reaction btwn phosphorus pentachloride with water
to form steamy fumes
- formation of chloroalkane
HCL is colourless gas but why appears as steamy fumes
reacted with moist air
- formation of chloroalkane
reagent used to test for HCL gas
glass rod dipped in conc ammonia form white smoke
ammonium cloride
substitution of alcohols -OH substituted by a halogen atom
- formation of bromoalkane
eq reagent condition product reaction type observation
eq: refer to notes
reagent: sodium bromide plus 50 % conc sulphuric acid
( to prevent further oxidation of HBR to Br2 )
condition: heat under reflux
product: bromoethane ( reactant : ethanol )
reaction type : nucleophilic substitution
procedure to make bromoethane from ethanol
- place a mixture of water, NaBr and ethanol in a round bottom flask ( ensure even heating )
- slowly add conc sulfuric acid drop by drop to the mixture
- heat the mixture under reflux for 45 mins
- formation of bromoalkane
why water is used
to dilute conc H2SO4
it will further oxidised HBr to Br2
- formation of bromoalkane
what is reflux
continual boiling and condensing of a reaction mixture
without the contents of the flask boiling dry
- formation of bromoalkane
distillation
to distil off crude bromoethane and collect the distillate at 95 and 105 degree celsius
draw diagram for distillation
refer to notes pg 5
- formation of bromoalkane
distillation
to distil off crude bromoethane and collect the distillate at 95 and 105 degree celsius
why mixture is distilled off
to separate volatile substance from involatile sodium acid and salt
- formation of bromoalkane
distillation
to distil off crude bromoethane and collect the distillate at 95 and 105 degree celsius
why distillate is immersed in cold water
bromoalkane is volatile
to prevent evaporation
- formation of bromoalkane
distillation
to distil off crude bromoethane and collect the distillate at 95 and 105 degree celsius
the distillate forms two layers
what is the orgainc layer
unreacted ethanol
1 - bromoethane ( desired product )