Amines, Amides And Polymers Flashcards
Amine act as bases
Accept proton dative covalent bond
Form NH3+
Formation of primary amine
Haloalkane + nh3 form ammonium salt NH3+Cl-
Addition of NaOH forms amine + Na salt + H2O
ethanol solvent to prevent substitution of haloalkane w H2O to produce alcohols
Excess ammonia used to reduce further substitution to form 2nd/3rd amines
Production of secondary amine
Haloalkane + primary amide-> salt chloride
+NaOH-> di- -amine + NaCl+ H2O
Tertiary alcohols formed by further reaction of secondary amine
Amino acid + alkali
Salt O- Na+ / H2O
Esterifiaction of amino acid with alcohol
Require conc H2SO4 - protonate NH2
form NH3+ and ester from its Carboxylic acid group
Form H2O
Classifying amines
Primary amine -NH2 bond to one other R group
Secondary amine -NH bond to 2 other R groups
Tertiary amine -N bond to 3 other R groups
Naming amines
Primary amine = -amine suffix
Secondary/tertiary= Di/Tri prefix ( number of alkyl groups attached)
When 2 or more different groups attached to nitrogen atoms N- -amine
Amine + acid
-NH3+Cl-
Zwitterions
No overall charge when the NH3+ and -COO- cancel each other out
Isoelectric point
pH at which the zwitterion is formed each amino acid has its own unique point
Amino acid added to a greater pH than isoelectric point
The AA behaves as an acid losing H+ on its -NH3+ group COO- still remains
Amino acid if added to a solution w lower pH than isoelectric point
Amino acid acts as a base COO- gains an H+ NH3+ still remains
Amides
Products of reaction between acyl chlorides with ammonia and amines
Carbon = O bonded to a nitrogen
- amide
Optical isomerism
Contain a chiral centre
Non superimposable and mirror images
Chiral centre
Carbon that is attached to 4 different groups of atoms or group of atoms
Chirality applies to any centre that holds attachments that are non superimposable
Labelled w astrix
Polyesters
Monomers joined by water bond
2 carb groups and 2 alcohol groups
Polyamides
Monomers joined together by an amide link 2x Carboxylic acid groups and 2x amine groups
Amino acids-> polypeptides
Hydrolysing polymers
Can use hot aq acid form regular products apart from protonised amino groups in polyamides
Can use hot aq alkali forms salt (carb acid) and regular other product
Carbon - carbon bond formation
Haloalkane+CN- -> nitrile (ethanol catalyst) carbon chain extended - nucleophilic substitution
Aldehyde/ketone + HCN(NaCN and sulphuric acid) forms hydroxynitrile nucleophilic addition
Reduction and hydrolysis of nitriles
Reduction = nitrile +H2 -> amine Ni catalyst
Hydrolysis = nitrile + H2O+ HCl-> Carboxylic acid + NH4Cl (need heat)