Synthesis Flashcards
homolytic fission
normally occurs between pure covalent bonds, each atom will have equal share of bonding electrons, forms free radicals
heterolytic fission
normally occurs between polar covalent bonds, unequal share of bonding electrons, forms ions
haloalkanes
substituted alkanes with one or more halogen atom instead of a hydrogen atom
why do haloalkanes undergo nucleophilic substitution reactions?
presence of slight positive charge on carbon atom and polar bond with halogen makes haloalkanes susceptible to nucleophilic attack
monohaloalkanes undergo nucleophilic substitution reactions with:
- alcoholic alkoxides to form ethers
- aqueous alkalis to form alcohols
- ethanloic potassium cyanide to form nitriles- end nitrile contains one more carbon than the original haloalkane
- base induced elimination reactions to form alkenes
carboxylic acid preparation
oxidation of primary alcohols or aldehydes by heating them with acidified potassium dichromate
hydrolysis of esters, nitriles or amides by heating in the presence of acid or alkali catalyst
reactions of carboxylic acid
- condensation reactions with alcohols to form esters (sulfuric acid catalyst)
- reduction with lithium aluminium hydride to form primary alcohols
- react with amino groups to form amide links
- formation of salts by reaction with metals or bases
amines
derived from ammonia where one or more of the hyrogens are replaced with alkyl groups
properties of amines
- hydrogen bonding in primary and secondary amines (N-H) so higher boiling points than tertiary amines
- all amines are soluble- can form hydrogen bonds with water
- weak bases forming alkaline solutions
reactions of amines
- react with hydrochloric acid, sulfuric acid and nitric acid to form salts
- react with carboxylic acids to form salts, amide are formed if these are heated losing water
reactions of alcohols
- react with reactive alkali metals to form alkoxides
- form alkenes in dehydration (elimination) reactions of alcohols
- form esters by reacting with carboxylic acids or acid chlorides
preparation of alcohols
heating haloalkanes under refluc with sodium/ potassium hydroxide by nuclophilic substitution
acid catalysed hydration of alkenes
aldehydes/ ketones reacting with lithium aluminium hydride (reduction)
properties of alcohols
- high boiling points due to hydogen bonding
- small alcohol molecules are miscible in water but larger are insoluble (as non polar end of molecules increases, solubility decreases)
properties of ethers
- lower B.Ps than alcohols because they don’t have hydrogen bonding
- can form hydrogen bonds with water so small molecules are solutble
- flammable and when exposed to air form peroxides can be explosive
- can be used as solvents- chemically inert, volatile
preparation of ethers
formed when monohaloalkanes react with alcoholic alkoxides