Synthetic routes - aliphatic compounds Flashcards
Name: Alkenes to Alkanes
Hydrogenation
What type of reaction is hydrogenation?
Addition
What are the conditions/reagents of hydrogenation?
> 150 degrees celsius
Catalyst - Nickel - Ni
H2 - GASEOUS hydrogen
Name: Alkene + Halogen
Halogenation
What type of reaction is halogenation?
Addition
What is produced by halogenation?
Dihaloalkane
What are the conditions/reagents of halogenation?
> Halogen solution e.g. bromine solution
> Unsaturated compound
Name: Alkene to Alcohol
Hydration
What type of reaction is hydration?
Addition
What are the conditions/reagents of hydration?
> H3PO4 catalyst
300 degrees celsius (HiGH)
65 atm (HIGH)
GASEOUS alkene and steam
Name: Alkene + hydrogen halide
Addition of hydrogen halides
What are the conditions/reagents of the addition of hydrogen halides?
> Gaseous hydrogen halide bubble through alkene
> RT
What is the difference between major and minor products?
A major product is the product that is most likely to form as they are more stable - more alkyl chains connected.
Name: Alkane to Haloalkane
Radical substitution
What are the conditions/reagents of radical substitution?
> UV
> Halogen
What type of fission occurs in radical substitution?
Homolytic
Name: Haloalkane to Alcohols
Hydrolysis
What type of reaction is hydrolysis?
Nucleophilic substitution
What is an electrophile?
Electron pair acceptors: +
What is a nucleophile?
Electron pair donors: -
What are the conditions/reagents of hydrolylsis?
> NaOH
:OH^-
Heated under REFLUX
What type of fission occurs in hydrolysis?
Heterolytic
Name: Alcohol to Aldehyde
Oxidation of PRIMARY alcohols - with DISTILLATION
What are the conditions/reagents of primary alcohols to aldehydes?
> Acidified potassium dichromate - K2Cr2O7/H2SO4
Heat gently
DISTIL immediately
Observations of primary alcohols to aldehydes
Colour change from orange to green
Name: Alcohol to Carboxylic acid
Oxidation of PRIMARY alcohols - with REFLUX
What are the conditions/reagents of primary alcohols to carboxylic acids?
> EXCESS acidified potassium dichromate - K2Cr2O7/H2SO4
Heat strongly
Reflux set-up to fully oxidise
Observations of primary alcohols to carboxylic acids
Colour change from orange to green
Name: Alcohol to Ketone
Oxidation of secondary alcohols
What are the conditions/reagents of the oxidation of secondary alcohols?
> Acidified potassium dichromate - K2Cr2O7/H2SO4
> Heat under reflux
Further reactions of the oxidation of secondary alcohols?
Does NOT undergo any further reactions
Observations of the oxidation of secondary alcohols?
Colour change orange to green
Name: Alcohol to Alkene
Dehydration
What type of reaction is dehydration?
Elimination
What are the conditions/reagents of dehydration?
> H2SO4 or H3PO4 (STRONG ACID)
> 170 degrees celsius (HEAT)
Name: Alcohol to Haloalkane
Halide substitution
What are the conditions/reagents of halide substitution?
> Heated under reflux
H2SO4 and Sodium halide ( e.g. NaCl)
H3PO4 for NaI
Name: Aldehyde to Carboxylic acid
Oxidation of aldehydes
What are the conditions/reagents of the oxidation of aldehydes?
> Acidified potassium dichromate
- K2Cr2O7/H2SO4
- React to form Cr2O7^- and H^+
Heat gently under REFLUX
Observations of the oxidation of aldehydes?
Colour change from orange to green due to the oxidation state of chromium changing.
Name: Aldehyde to Alcohol
Reduction of aldehyde
What type of reaction is the reduction of aldehydes?`
Nucleophilic addition
What are the conditions/reagents of the reduction of aldehyde?
> Sodium tetrahydridoborate(III)
- NaBH4 - Reducing agent [H]
What type of alcohol is formed from the reduction of aldehyde?
Primary alcohols
Name: Ketone to Alcohol
Reduction of ketone
What type of reaction is the reductions of ketones?
Nucleophilic addition
What are the conditions/reagents of the reduction of ketones?
> Sodium tetrahydridoborate(III)
- NaBH4 - Reducing agent [H]
What type of alcohol is formed from the reduction of ketones?
Secondary