Nitrogen Containing Organic Compounds - Common Names of Aryl Amines
- Aryl amines are organic compounds that contain an amino group (-NH2) attached to an aromatic ring.
- These compounds are also known as aromatic amines or anilines.
- Aryl amines can be divided into two groups: primary aryl amines and secondary aryl amines.
Primary Aryl Amines
Primary aryl amines have the following structure:
H | R-NH2
- In primary aryl amines, the amino group is directly attached to the aromatic ring.
- The substituent attached to the aromatic ring is denoted by R.
- The common naming of primary aryl amines is generally based on the substituent attached to the aromatic ring.
Examples of Primary Aryl Amines
- Aniline: The simplest primary aryl amine is known as aniline. It has a hydrogen atom as the substituent.
H | NH2
- N-methylaniline: This compound has a methyl group (-CH3) as the substituent.
H | CH3 | NH2
- N-ethyl-4-methylbenzenamine: In this compound, there is an ethyl group (-C2H5) and a methyl group (-CH3) as substituents.
H | CH3 | CH2CH3 | NH2
Secondary Aryl Amines
Secondary aryl amines have the following structure:
R' \ N / R''
- In secondary aryl amines, two substituents are attached to the amino group.
- The substituents attached to the amino group are denoted by R’ and R’'.
- The common naming of secondary aryl amines is generally based on the substituents attached to the amino group.
Examples of Secondary Aryl Amines
- N,N-dimethylaniline: This compound has two methyl groups (-CH3) as substituents attached to the amino group.
H | CH3 | CH3 | NH2
- N-ethyl-N-methylaniline: In this compound, there is an ethyl group (-C2H5) and a methyl group (-CH3) as substituents attached to the amino group.
H | CH3 | CH2CH3 | NH2
Electrophilic Substitution Reactions of Aryl Amines
- Aryl amines undergo electrophilic substitution reactions due to the presence of the amino group and the aromatic ring.
- The amino group is a weak electron-donating group, which activates the aromatic ring towards electrophilic substitution reactions.
- The amino group increases the electron density on the ring, making it more susceptible to attack by electrophiles.
Example: Nitration of Aniline
- Aniline can undergo nitration with a mixture of nitric acid and sulfuric acid.
- The reaction occurs at the ortho and para positions of the aromatic ring.
- The nitrogen atom of the amino group is not nitrated.
H | NO2 / N \ | H
Example: Acylation of Aniline
- Aniline can undergo acylation with an acyl chloride, such as benzoyl chloride.
- The reaction occurs at the ortho and para positions of the aromatic ring.
- The amino group is converted into an amide group (-CONH2).
H | CO / N \ | H
- The product formed is known as N-phenylbenzamide.
Biological Importance of Aryl Amines
- Aryl amines play a significant role in biological systems.
- Many pharmaceutical drugs contain aryl amine functional groups.
- They are also found in natural products like alkaloids, which have diverse biological activities.
Example: Caffeine
- Caffeine, a commonly consumed stimulant, contains an aryl amine group.
- It is found in coffee, tea, and various other plant sources.
- The aryl amine group contributes to the stimulatory effects of caffeine on the central nervous system.
H | N N | | | | C-CH3 | N | | C O | | O H
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Nitrogen Containing Organic Compounds - COMMON NAMES OF ARYL AMINES
- Aryl amines are organic compounds that contain an amino group (-NH2) attached to an aromatic ring.
- These compounds are also known as aromatic amines or anilines.
- Aryl amines can be divided into two groups: primary aryl amines and secondary aryl amines.
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Primary Aryl Amines
- Primary aryl amines have the following structure:
- In primary aryl amines, the amino group is directly attached to the aromatic ring.
- The substituent attached to the aromatic ring is denoted by R.
- The common naming of primary aryl amines is generally based on the substituent attached to the aromatic ring.
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Examples of Primary Aryl Amines
- Aniline
- The simplest primary aryl amine is known as aniline. It has a hydrogen atom as the substituent.
- Structure:
H | NH2
- N-methylaniline
- This compound has a methyl group (-CH3) as the substituent.
- Structure:
CH3 | NH2
- N-ethyl-4-methylbenzenamine
- In this compound, there is an ethyl group (-C2H5) and a methyl group (-CH3) as substituents.
- Structure:
CH3 | CH2CH3 | NH2
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Secondary Aryl Amines
- Secondary aryl amines have the following structure:
- In secondary aryl amines, two substituents are attached to the amino group.
- The substituents attached to the amino group are denoted by R’ and R’'.
- The common naming of secondary aryl amines is generally based on the substituents attached to the amino group.
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Examples of Secondary Aryl Amines
- N,N-dimethylaniline
- This compound has two methyl groups (-CH3) as substituents attached to the amino group.
- Structure:
CH3 | CH3 | NH2
- N-ethyl-N-methylaniline
- In this compound, there is an ethyl group (-C2H5) and a methyl group (-CH3) as substituents attached to the amino group.
- Structure:
CH3 | CH2CH3 | NH2
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Electrophilic Substitution Reactions of Aryl Amines
- Aryl amines undergo electrophilic substitution reactions due to the presence of the amino group and the aromatic ring.
- The amino group is a weak electron-donating group, which activates the aromatic ring towards electrophilic substitution reactions.
- The amino group increases the electron density on the ring, making it more susceptible to attack by electrophiles.
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Example: Nitration of Aniline
- Aniline can undergo nitration with a mixture of nitric acid and sulfuric acid.
- The reaction occurs at the ortho and para positions of the aromatic ring.
- The nitrogen atom of the amino group is not nitrated.
- Structure:
H | NO2 | N | H
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Example: Acylation of Aniline
- Aniline can undergo acylation with an acyl chloride, such as benzoyl chloride.
- The reaction occurs at the ortho and para positions of the aromatic ring.
- The amino group is converted into an amide group (-CONH2).
- Structure:
H | CO | N | H
- The product formed is known as N-phenylbenzamide.
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Biological Importance of Aryl Amines
- Aryl amines play a significant role in biological systems.
- Many pharmaceutical drugs contain aryl amine functional groups.
- They are also found in natural products like alkaloids, which have diverse biological activities.
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Example: Caffeine
- Caffeine, a commonly consumed stimulant, contains an aryl amine group.
- It is found in coffee, tea, and various other plant sources.
- The aryl amine group contributes to the stimulatory effects of caffeine on the central nervous system.
- Structure:
H | N | N | C-CH3 | N | C-O | O-H
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Nitrogen Containing Organic Compounds - COMMON NAMES OF ARYL AMINES
- Aryl amines are organic compounds that contain an amino group (-NH2) attached to an aromatic ring.
- These compounds are also known as aromatic amines or anilines.
- Aryl amines can be divided into two groups: primary aryl amines and secondary aryl amines.
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Primary Aryl Amines
- Primary aryl amines have the following structure:
- In primary aryl amines, the amino group is directly attached to the aromatic ring.
- The substituent attached to the aromatic ring is denoted by R.
- The common naming of primary aryl amines is generally based on the substituent attached to the aromatic ring.
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Examples of Primary Aryl Amines
- Aniline
- The simplest primary aryl amine is known as aniline. It has a hydrogen atom as the substituent.
- Structure:
H | NH2
- N-methylaniline
- This compound has a methyl group (-CH3) as the substituent.
- Structure:
CH3 | NH2
- N-ethyl-4-methylbenzenamine
- In this compound, there is an ethyl group (-C2H5) and a methyl group (-CH3) as substituents.
- Structure:
CH3 | CH2CH3 | NH2
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Secondary Aryl Amines
- Secondary aryl amines have the following structure:
- In secondary aryl amines, two substituents are attached to the amino group.
- The substituents attached to the amino group are denoted by R’ and R’'.
- The common naming of secondary aryl amines is generally based on the substituents attached to the amino group.
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Examples of Secondary Aryl Amines
- N,N-dimethylaniline
- This compound has two methyl groups (-CH3) as substituents attached to the amino group.
- Structure:
CH3 | CH3 | NH2
- N-ethyl-N-methylaniline
- In this compound, there is an ethyl group (-C2H5) and a methyl group (-CH3) as substituents attached to the amino group.
- Structure:
CH3 | CH2CH3 | NH2
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Electrophilic Substitution Reactions of Aryl Amines
- Aryl amines undergo electrophilic substitution reactions due to the presence of the amino group and the aromatic ring.
- The amino group is a weak electron-donating group, which activates the aromatic ring towards electrophilic substitution reactions.
- The amino group increases the electron density on the ring, making it more susceptible to attack by electrophiles.
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Example: Nitration of Aniline
- Aniline can undergo nitration with a mixture of nitric acid and sulfuric acid.
- The reaction occurs at the ortho and para positions of the aromatic ring.
- The nitrogen atom of the amino group is not nitrated.
- Structure:
H | NO2 | N | H
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Example: Acylation of Aniline
- Aniline can undergo acylation with an acyl chloride, such as benzoyl chloride.
- The reaction occurs at the ortho and para positions of the aromatic ring.
- The amino group is converted into an amide group (-CONH2).
- Structure:
H | CO | N | H
- The product formed is known as N-phenylbenzamide.
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Biological Importance of Aryl Amines
- Aryl amines play a significant role in biological systems.
- Many pharmaceutical drugs contain aryl amine functional groups.
- They are also found in natural products like alkaloids, which have diverse biological activities.
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Example: Caffeine
- Caffeine, a commonly consumed stimulant, contains an aryl amine group.
- It is found in coffee, tea, and various other plant sources.
- The aryl amine group contributes to the stimulatory effects of caffeine on the central nervous system.
- Structure:
H | N | N | C-CH3 | N | C-O | O-H