Synthetic Routes Flashcards
What kind of reaction occurs to turn an alkane to an alkene?
Cracking
What type of reaction turns an Alkane to a haloalkane?
Radical substitution
What type of reaction turns and alkene into a haloalkane?
Halogenation
What type of reaction turns an alkene into a polymer?
Addition polymerisation
What type of reaction turns an alkene into an alcohol?
Hydrolysis
What type of reaction turns an alcohol to an alkene?
Dehydration
What type of reaction turns an alcohol into:
An aldehyde
A ketone
A carboxylic acid
Oxidation of primary alcohol goes to an aldehyde
Oxidation under reflux of a primary alcohol goes to a carboxylic acid
Oxidation of a secondary alcohol goes to a ketone
Tertiary alcohols do not oxidise easily
What type of reaction turns an alcohol to a haloalkane?
Substitution
What type of reaction turns a haloalkane into an alcohol?
Hydrolysis
What are the reaction conditions to turn an alkane to a haloalkane?
Cl2
U.V light
Free radical substitution
What are the reaction conditions for the synthesis of primary amines from haloalkanes?
Ammonia
Heating
What are the reaction conditions for the synthesis of secondary and tertiary amines and ammonium salts from haloalkanes?
Ammonia
Heating
What are the reaction conditions for the synthesis of nitriles from haloalkanes?
KCN (potassium cyanide)
Ethanol
Reflux
What are the reaction conditions to synthesise a primary amine from a nitrile?
LiAlH4 with dilute H2SO4
In dry ether
What are the reaction conditions for the synthesis of an alkene from a haloalkane?
NaOH
Ethanol
Reflux
What are the reaction conditions for the synthesis of a haloalkane from an alkene?
HBr (hydrogen bromide)
Room temperature
What are the reaction conditions for the synthesis of dibromoalkane from an alkene?
Br2
Room temperature
This is the test for unsaturation of hydrocarbons
What are the reaction conditions for the synthesis of an alcohol from a haloalkane?
Warm NAOH
Reflux
What are the reaction conditions for the synthesis of an alcohol form an alkene?
H3PO4 catalyst
Steam
300 degrees
60 atm
Or
H2O
H2SO4 catalyst
What are the reaction conditions for the synthesis of an alkene from an alcohol?
Conc H2SO4
Reflux
What are the reaction conditions to synthesis of an aldehyde from an alcohol?
Primary alcohol
K2Cr2O7/H2SO4
Heat in distillation apparatus
What are the reaction conditions for the synthesis of a ketone from an alcohol?
Secondary alcohol
K2Cr2O7/H2SO4
Reflux
What are the reaction conditions for the synthesis of a carboxylic acid from an alcohol?
Primary alcohol
K2Cr2O7/H2SO4
Reflux
What are the reaction conditions for the synthesis of a carboxylic acid from an aldehyde?
K2Cr2O7/H2SO4
Reflux
What are the reaction conditions for the synthesis of of an alcohol from an aldehyde/ketone?
NaBH4 in water
With methanol
What are the reaction conditions for the synthesis of an Ester from a carboxylic acid?
Alcohol
Conc H2SO4 catalyst
Heat
What are the reaction conditions for the synthesis of a carboxylic acid from an Ester?
H2O
Dilute H2SO4 catalyst
Reflux
Or
Dilute NaOH
Reflux
What are the reaction conditions for the synthesis of a hydroxynitrile from an aldehyde/ketone?
KCN or HCN
H2SO4
Room temperature
What are the reaction conditions to synthesise a carboxylic acid from an acyl chloride?
H2O
Room temperature
What are the reaction conditions for the synthesis of an Ester from an acyl chloride?
Alcohol
Room temperature
What are the reaction conditions for the synthesis of a primary amide from an acyl chloride?
Ammonia
Room temperature
What are the reaction conditions for the synthesis of an N-substituted amide from an acyl chloride?
Amine
Room temperature
How do acid anhydrides react?
In the same way as acyl chlorides
What are the reaction conditions for the synthesis of nitro benzene from benzene?
Conc H2SO4
Conc HNO3
Below 55 degrees
What are the reaction conditions for the synthesis of a phenyl ketone from benzene?
Acylation reaction
RCOCl acyl chloride
AlCl3 catalyst
Reflux
Non aqueous environment
What are the reaction conditions for the synthesis of an aromatic amine from nitro benzene?
Sn (Tin)
Conc HCl
Reflux
Reduction reaction
What are the reaction conditions for the synthesis of an N-Phenylethanamide from an aromatic amine?
CH3COCl Acyl chloride
Addition elimination reaction
What is the test for unsaturation?
Bromine water
Shake
Bromine water will decolourise if C=C binds are present as bromine is added across the double bond
What is the test for haloalkanes?
Silver nitrate
Ethanol
Water
Precipitate forms and is a specific colour depending on the halide present
Halogen atom is displaced as a halide ion
What is the test for carbonyl groups?
Acidified potassium dichromate
Aldehyde changes colour from orange to green and ketones have no colour change
Tollens reagent
Aldehyde forms a silver mirror
Ketone form no silver mirror
Fehlings reagent
Aldehydes form a dark red precipitate
Ketones do not form a precipitate
What is the test for carboxylic acids?
Universal indicator
pH of a weak acid
Reactive metal
Effervescence of CO2 gas
Metal carbonate
Effervescence of a gas
What is the test for an alcohol?
Warm with carboxylic acid add a few drops of H2SO4
Sweet smell
Forms an Ester
How do you identify carboxylic acids?
React with
Metals to form a salt and hydrogen
Strong bases to form a salt and water
Carbonates to form a salt and water and CO2
Alcohols to form an Ester
How do you identify esters?
Undergo hydrolysis
Acid hydrolysis forms carboxylic acid and alcohol
Alkaline hydrolysis forms a carboxylate ion and an alcohol
How do you identify alkenes?
Undergo addition reactions
Bromine water becomes decolourised
Hydrogen halides form haloalkanes
Themselves to form addition polymers
How do you identify alcohols?
Primary alcohols oxidise to football aldehydes
Secondary alcohols oxidise to from ketones
Tertiary alcohols do not oxidise
How do you identify aldehydes and ketones?
Aldehydes oxidise to carboxylic acids
Aldehydes reduce to alcohols
Ketones reduce to alcohols
How do you identify haloalkanes?
Ammonia to form amines
Reduced by alkaline hydrolysis to form alcohols
Why is synthesis important for chemists?
To create particular products from starting materials
What steps should you take to determine a synthetic route?
- Notice all changes taken place between original and final compound
- Start with one functional group and decide how to synthesise it
- Draw out this step
- Calculate how to convert second functional group
What is the criteria scientists follow when synthesising compounds?
No solvent
Non hazardous starting material
Fewest reaction steps
High atomic yield