Podcast
Questions and Answers
What differentiates aromatic compounds from aliphatic compounds?
What differentiates aromatic compounds from aliphatic compounds?
Who was the first to recognize Benzene as the first aromatic compound?
Who was the first to recognize Benzene as the first aromatic compound?
How did Kekulé describe the two different ways to draw the structure of '1,2-dibromobenzene'?
How did Kekulé describe the two different ways to draw the structure of '1,2-dibromobenzene'?
How do we differentiate the naming of aromatic compounds from chain compounds?
How do we differentiate the naming of aromatic compounds from chain compounds?
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What structural feature is common to all aromatic compounds?
What structural feature is common to all aromatic compounds?
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Why is the numbering of substituents on a benzene ring important?
Why is the numbering of substituents on a benzene ring important?
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Which compound would be named 'xylene'?
Which compound would be named 'xylene'?
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In alkyl group naming, when is phenyl considered as the parent compound?
In alkyl group naming, when is phenyl considered as the parent compound?
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How does benzene react differently compared to unsaturated compounds when reacting with bromine?
How does benzene react differently compared to unsaturated compounds when reacting with bromine?
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Study Notes
Aromatic Compounds
- Aromatic compounds have common names that are used as formal names in the IUPAC system, e.g., Toluene, phenol, aniline.
- Aromatic compounds with multiple groups attached to the benzene ring use "ortho" (o-), "meta" (m-), and "para" (p-) to show the location of the groups, or numbering.
Numbering Aromatic Compounds
- The first group attached to the ring is at position 1.
- Other positions are numbered 2 to 6, and can be counted in either direction.
- The numbering system is chosen to give the smallest numbers in the name.
Nomenclature of Aromatic Compounds
- Aromatic compounds with only one group attached to the benzene ring consider benzene as the parent and start naming with the substituent as a prefix.
- If there are more than two groups on the benzene ring, numbers are used to show their location.
- If there are more than two different groups, they are listed in alphabetical order.
Phenyl Group
- The phenyl group (C6H5-) is formed by removing one hydrogen from benzene.
- When phenyl is attached to a saturated chain, it must have more carbons than the aromatic compound to be used as the parent.
- When phenyl is attached to an unsaturated chain, the chain length doesn't matter, and the unsaturated compound is used as the parent, with the aromatic compound as a substituent.
General Reactions of Aromatic Compounds
- Aromatic compounds do not react like unsaturated compounds, e.g., alkenes.
- Benzene reacts with bromine, but not by addition, rather by substitution, forming only one mono-bromobenzene.
Aromaticity
- Benzene is said to be aromatic, and any molecule with the same characteristics is also aromatic.
- Aromatic compounds have four main characteristics:
- Cyclic compounds that are planar.
- They must have a conjugated system.
- They must have high stabilization energy.
- Prefer substitution reactions over addition.
Theories of Aromaticity
- There are two theories to explain why benzene has higher energy and less stability than expected:
- Resonance theory.
- Molecular Orbital (MO) theory.
Classification of Organic Compounds
- Organic compounds are classified into two categories:
- Aliphatic: means "fat-like", reacts like alkane, alkene, and alkyne.
- Aromatic: means the compound has less hydrogen than aliphatic compounds, and refers to "scent or smell or fragrant".
Kekulé's Contribution
- Kekulé was the first to recognize benzene as an aromatic compound.
- He found two different ways to draw the structure of "1,2-dibromobenzene", but only one was found in experiments.
- He proposed the concept of resonance hybrid structure, like a blend of two structures.
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Description
Learn about the classification of organic compounds into aliphatic and aromatic categories. Understand the differences between aliphatic and aromatic compounds, with a focus on the properties and characteristics of aromatic compounds like benzene.