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Part of OC-03 — Aromatic Hydrocarbons

Aromatic Hydrocarbons: Visual Reference (Diagrams, SMILES, Tables)

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EAS Reaction Pathway Overview

Aromaticity Classification

Directing Groups — Visual Table

Substituent	SMILES on Ring	Type	Activity	Director
-OH	`Oc1ccccc1`	Phenol	Activating	o/p
- $NH_{2}$	`Nc1ccccc1`	Aniline	Strongly activating	o/p
- $CH_{3}$	`Cc1ccccc1`	Toluene	Weakly activating	o/p
-Cl	`Clc1ccccc1`	Chlorobenzene	Deactivating	o/p (unique!)
- $NO_{2}$	`[O-][N+](=O)c1ccccc1`	Nitrobenzene	Strongly deactivating	meta
-COOH	`OC(=O)c1ccccc1`	Benzoic acid	Deactivating	meta
-CHO	`O=Cc1ccccc1`	Benzaldehyde	Deactivating	meta

Bond Length Comparison

Bond Type	Length (Å)	Example
C-C single	1.54	Ethane
C-C in benzene	1.39	Benzene (all 6 bonds)
C=C double	1.34	Ethylene

Huckel Numbers at a Glance

n	(4n+2) = Aromatic	(4n) = Anti-aromatic
0	2	—
1	6	4
2	10	8
3	14	12

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