Unit 4.6 Amines
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Define aliphatic amines?
Straight chain
Define aromatic amines?
Ring structures
Define base? (2/things)
• Can accept a proton • /donate a pair of electrons
Define nucleophile? (2-way)
• Electron rich species • with a lone pair to donate
Define polar?
Dipoles with a separation of charge
Define dative bond? (2-way)
• Electron pair in a covalent bond • from only one atom
Define inductive effect? (2-way)
• Movement of e- density • along a σ-bond
Show me acetyl group? (Whiteboard)
R-C(=O)-CH3
Show me acyl chloride [group]?
R-C(=O)-Cl
Show me ethanoyl chloride?
H3C-C(=O)Cl
Define ethanoylation? (2-way)
• Adding on (2 carbon) acyl group • into compound
Define in situ? (aren’t ya glad?)
In the reaction mixture
Show me diazonium ion? (Whiteboard…)
However, a description: Benzene connected to +N≡N
Define chromophore? (3-way)
• An atom/group whose presence is responsible • for the colour of a compound • e.g. R-N=N-R
Describe amines? (2 things)
• Organic compounds • Containing nitrogen derived from ammonia (NH3)
How are amines generally classified? (2 simple dimples)
• Just like alcohols • Primary, secondary, tertiary
Show me the “formula” for primary amine?
R-NH2
Show me the “formula” for secondary amine?
R-(NH)-R1
Show me the “formula” for tertiary amine?
R-NR1R2
Explain how “simple primary amine”, methylamine, is a polar molecule? H3CNH2 (1 thing + 2-way)
• N atom more e- - neg than H atoms • ∴ atom pulls bonded electron pair • towards itself creating dipoles
How do amines act as weak bases? (2-1-way)
• Due to lone pair of electrons • , on nitrogen atom, • being able to accept a proton
Show how amines are able to accept a proton (weak base), using methylamine, through “eqn” (Whiteboard)
Not rlly eqn, it’s got the features of a mechanism… not actually a mechanism
What determines the strength of the amines? (1 imp, 2-way + 1)
• Its ability to accept a proton • Depending on size of σ-charge • …. on amino nitrogen atom • AND availability of the nitrogen lone pair
We have methylamine and phenylamine…. compare. Explain whether methylamine is the stronger base CH3NH2 (2-way + 1 + 2-way)
• Methyl group will donate e--density • … towards the N atom • Increases e--density on N • Makes it easier to donate the…. • e--pair (acts as a base)