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Topic 18: Organic Chemistry III
18.1 Amines
18.1.2 Basicity of Amines
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Amines contain a nitrogen atom with a lone pair of
electrons
Rank the basicity of primary, secondary, and tertiary amines from most to least basic:
1️⃣ Tertiary Amine
2️⃣ Secondary Amine
3️⃣ Primary Amine
What is the key chemical feature of the nitrogen atom in amines?
Lone pair of electrons
What is the defining feature of amines in terms of their structure?
Nitrogen atom with lone pair
Why is the lone pair of electrons on the nitrogen atom in amines important?
Basicity and reactivity
Why are primary amines the least basic among the three types of amines?
Hydrogen atoms reduce lone pair
What two factors influence the basicity of amines?
Alkyl groups and hydrogen atoms
Aliphatic amines are more basic than
aromatic
amines.
True
Amines act as bases by accepting protons to form positively charged
ammonium
Amine-based compounds are used as corrosion inhibitors due to their basicity forming protective
coatings
Match the type of amine with its example:
Primary Amine ↔️ Methylamine (CH3NH2)
Secondary Amine ↔️ Dimethylamine ((CH3)2NH)
Tertiary Amine ↔️ Trimethylamine ((CH3)3N)
The basicity of an amine is determined by the lone pair on the
nitrogen
atom.
True
The lone pair of electrons on the nitrogen atom in amines is crucial for their chemical properties.
True
The lone pair on nitrogen attracts H+ ions from strong
acids
Match the type of amine with its general structure:
Primary Amine ↔️ R-NH₂
Secondary Amine ↔️ R-NH-R'
Tertiary Amine ↔️ R-N-R'R''
The basicity of an amine refers to its ability to accept a
proton
The basicity of amines arises from the nitrogen atom's lone pair accepting a
proton
Match the effect on basicity with its cause:
Alkyl Groups ↔️ Stabilize positive charge
Hydrogen Atoms ↔️ Reduce lone pair availability
Why are aromatic amines less basic than aliphatic amines?
Lone pair delocalized into ring
The basicity of amines is crucial for their pharmacological activity in pharmaceuticals.
True
What is the key structural feature of amines?
Nitrogen atom
What determines the basicity of an amine?
Ability to accept a proton
Tertiary amines are the most basic because they have the most accessible lone
pair
What ion is formed when an amine accepts a proton?
Ammonium ion
Match the factor affecting basicity with its effect:
Alkyl Groups ↔️ Increase basicity
Hydrogen Atoms ↔️ Decrease basicity
Tertiary
amines
are the most basic type of amine.
True
Alkyl groups stabilize the positive charge on the ammonium ion, increasing basicity.
True
Order the three types of amines from most basic to least basic:
1️⃣ Tertiary Amines
2️⃣ Secondary Amines
3️⃣ Primary Amines
Match the type of amine with its basicity and structure:
Aliphatic ↔️ More basic, R-NH₂
Aromatic ↔️ Less basic, Ar-NH₂
What role do aromatic amines play in the synthesis of dyes and pigments?
Precursors