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Aromatic substitution map template

Aromatic substitution map template: Aromatic substitution map: benzene to nitrobenzene, bromobenzene, benzenesulfonic acid, tert-butylbenzene and acetophenone (Friedel–Crafts), nitro reduction to aniline, diazotisation and the Sandmeyer (CuCl, CuCN), KI, Balz–Schiemann and phenol products.
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Aromatic substitution map: benzene to nitrobenzene, bromobenzene, benzenesulfonic acid, tert-butylbenzene and acetophenone (Friedel–Crafts), nitro reduction to aniline, diazotisation and the Sandmeyer (CuCl, CuCN), KI, Balz–Schiemann and phenol products.

What the template shows

  • Electrophilic aromatic substitution from benzene, then nitro → aniline → diazonium salt → Sandmeyer and related products
  • Sulfonation (reversible)
  • (CH₃)₃CCl, AlCl₃
  • Friedel–Crafts alkylation
  • CH₃COCl, AlCl₃
  • Friedel–Crafts acylation
  • Sn, HCl; then NaOH or H₂, Pd/C
  • NaNO₂, HCl, 0–5 °C
  • Diazonium salt
  • CuCl (Sandmeyer)
  • Aryl chloride
  • CuCN (Sandmeyer)
  • Aryl nitrile
  • Aryl iodide
  • HBF₄; then Δ (Balz–Schiemann)
  • Aryl fluoride
  • EAS needs a strong electrophile made by the reagents: NO₂⁺ (HNO₃/H₂SO₄), Br⁺ equivalent (Br₂/FeBr₃), SO₃, carbocations (R–Cl/AlCl₃) and acylium ions (RCOCl/AlCl₃).
  • Friedel–Crafts alkylation suffers carbocation rearrangement and polyalkylation (tert-butyl avoids rearrangement); acylation does neither, and the ketone deactivates the ring.
  • Neither Friedel–Crafts reaction works on strongly deactivated rings (e.g. nitrobenzene) or on anilines, whose nitrogen binds AlCl₃.
  • Nitro reduction (Sn/HCl, Fe/HCl or H₂/Pd) gives anilines; NaNO₂/HCl at 0–5 °C turns them into diazonium salts, which lose N₂ to many nucleophiles.
  • Sandmeyer reactions use Cu(I) salts (CuCl, CuBr, CuCN); iodide needs only KI, fluoride comes from heating the tetrafluoroborate (Balz–Schiemann), and warm water gives phenol.
  • Every part of this figure is editable · sources on the template card

Drawn with 103 atoms, 50 shapes – every one editable in MolDraw.

Sources

How to use this template

  1. Press Edit in MolDraw. The template opens on the canvas of the free MolDraw editor.
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Frequently asked questions

Is the Aromatic substitution map template free?

You can preview the Aromatic substitution map template here and open and edit it in MolDraw for free. Downloading or exporting it is part of MolDraw Pro, together with the other premium templates.

Can I edit the Aromatic substitution map template?

Yes. It opens as an ordinary MolDraw drawing, so every structure, arrow, label and colour can be changed, and you can add your own content around it.

Is the chemistry checked?

Every structure is checked with RDKit and every curly arrow passes MolDraw’s electron-flow audit. The sources used are listed on this page.

What is a reaction map?

A one-page diagram linking functional groups by the reactions that convert one into another, with the reagents on each arrow. It is one of the fastest ways to revise synthesis.

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