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Topic 18: Organic Chemistry III
18.1 Amines
18.1.1 Structure and Nomenclature
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Primary, secondary, and tertiary amines differ based on the number of hydrogen atoms replaced by
alkyl
Naming simple aliphatic amines requires identifying the longest carbon chain and the
position
of the nitrogen atom
Match the amine classification with its general formula:
Primary ↔️ RNH2
Secondary ↔️ R2NH
Tertiary ↔️ R3N
Steps to draw the structural formula of an amine based on its IUPAC name:
1️⃣ Identify the parent chain length
2️⃣ Determine the position of the nitrogen atom
3️⃣ Add alkyl or aryl groups as substituents
What is the key structural feature of amines?
Nitrogen atom
The general formula for amines is derived from ammonia by replacing hydrogen atoms with alkyl or
aryl
A primary amine has the general formula
RNH2
What is the general formula for a secondary amine?
R
2
N
H
R_{2}NH
R
2
N
H
A tertiary amine has the general formula
R3N
Tertiary amines have no hydrogen atoms bonded to the
nitrogen
atom
Match the type of amine with its general formula:
Primary ↔️ RNH2
Secondary ↔️ R2NH
Tertiary ↔️ R3N
What is the general formula for a primary amine?
R
N
H
2
RNH_{2}
RN
H
2
Primary amines have the general formula RNH2 where R is an alkyl or
aryl
Secondary amines have two alkyl or aryl groups bonded to the
nitrogen
atom
What is the general formula for a tertiary amine?
R
3
N
R_{3}N
R
3
N
Amines are derived from ammonia (NH3) by replacing one or more hydrogen atoms with alkyl or
aryl
Primary amines have the general formula
RNH2
.
Match the type of amine with its general formula:
Primary amine ↔️ RNH2
Secondary amine ↔️ R2NH
Tertiary amine ↔️ R3N
What is the key functional group in amines?
Nitrogen atom
Order the types of amines based on the number of groups bonded to nitrogen:
1️⃣ Primary amines
2️⃣ Secondary amines
3️⃣ Tertiary amines
In primary amines, the longest continuous chain containing the nitrogen atom is numbered to give the nitrogen the
lowest possible
number.
The compound CH3NHCH2CH3 is named N-methyl
ethylamine
What is the IUPAC name for CH3CH2CH2NH2?
Propan-1-amine
What parent alkane name is used to replace "-e" when naming primary amines?
Alkane
C
H
3
C
H
2
C
H
2
N
H
2
CH3CH2CH2NH2
C
H
3
C
H
2
C
H
2
N
H
2
is named Propan-1-amine
In secondary and tertiary amines, the "N-" prefix indicates substituents attached to the
nitrogen
atom.
Match the amine type with its nomenclature rule:
Primary ↔️ Replace "-e" with "-amine"
Secondary/Tertiary ↔️ N-substituted primary amine
What is the IUPAC name for
C
H
3
C
H
2
C
H
2
N
H
2
CH3CH2CH2NH2
C
H
3
C
H
2
C
H
2
N
H
2
?
Propylamine
Amines are organic compounds containing a nitrogen atom bonded to alkyl or
aryl
groups.
The general formula for secondary amines is
R
N
H
2
RNH2
RN
H
2
.
False
Order the amine types based on the number of alkyl/aryl groups bonded to the nitrogen atom:
1️⃣ Primary
2️⃣ Secondary
3️⃣ Tertiary
How many alkyl groups are bonded to the nitrogen in a secondary amine?
Two
Match the amine type with its example:
Primary ↔️
C
H
3
C
H
2
C
H
2
N
H
2
CH3CH2CH2NH2
C
H
3
C
H
2
C
H
2
N
H
2
Secondary ↔️
C
H
3
N
H
C
H
2
C
H
3
CH3NHCH2CH3
C
H
3
N
H
C
H
2
C
H
3
What prefix is used to indicate the presence of nitrogen in cyclic amines?
Aza-
Common names for amines often indicate the alkyl groups bonded to the nitrogen atom followed by
-amine
.
In
primary
amines, the "-e" of the parent alkane is replaced with "-amine."
What organic group replaces hydrogen atoms in ammonia to form amines?
Alkyl or aryl
The IUPAC name for
C
H
3
C
H
2
C
H
2
N
H
2
CH3CH2CH2NH2
C
H
3
C
H
2
C
H
2
N
H
2
is Propan-1-amine
Secondary amines are named as N-substituted
primary
amines.
The IUPAC name for
(
C
H
3
)
3
N
(CH3)3N
(
C
H
3
)
3
N
is N,N-dimethyl methylamine
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