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In Class: Benzene -> Chlorobenzene. On Exam: Benzene -> complex molecule with stereocenters. What reagents are missing?

Chemistry

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Answer

Cl2,FeCl3\text{Cl}_2, \text{FeCl}_3

Step-by-step solution

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Here are the reactions:

In Class:

  1. Identify the starting material and product.

    The starting material is benzene, and the product is chlorobenzene. This is a halogenation reaction.

  2. Determine the reagents for the halogenation of benzene.

    Benzene undergoes electrophilic aromatic substitution with chlorine in the presence of a Lewis acid catalyst.
    The reagents are chlorine gas (Cl2\text{Cl}_2) and iron(III) chloride (FeCl3\text{FeCl}_3) or aluminum chloride (AlCl3\text{AlCl}_3).

    The reaction is:

    Benzene→Cl2,FeCl3Chlorobenzene\text{Benzene} \xrightarrow{\text{Cl}_2, \text{FeCl}_3} \text{Chlorobenzene}

    The reagents for the "in Class" reaction are Cl2,FeCl3\boxed{\text{Cl}_2, \text{FeCl}_3}.

    On Exam:
    The "On Exam" reaction shows benzene being converted into a highly complex polycyclic molecule with multiple functional groups (ketone, amine) and chiral centers. This type of transformation from benzene is not a single-step reaction. It represents a multi-step synthesis, often involving many different reaction types (e.g., Friedel-Crafts reactions, reductions, oxidations, cyclizations, stereoselective steps) to build such a complex structure. It is a challenging synthetic problem, not a simple one-step conversion.

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