🗺️ Reaction Pathways

Designing a Synthesis

Converting a starting material (feedstock) into a target molecule using a sequence of reactions.

Key Conversions

Reaction Reagents & Conditions Type
Alkane to Halogenoalkane $Cl_2$, UV Light Free Radical Substitution
Alkene to Alcohol $H_2O$ (Steam), $H_3PO_4$, 300°C Hydration (Addition)
Alcohol to Carboxylic Acid $K_2Cr_2O_7/H^+$, Reflux Oxidation (Primary)
Halogenoalkane to Amine Conc $NH_3$, Heat in sealed tube Nucleophilic Substitution

🔙 Retrosynthesis

Working backwards from the Target Molecule to simple precursors.

Strategy:
  • Identify Functional Groups.
  • Disconnect bonds (Carbon-Carbon bond formation is key, e.g., Grignard or Nitrile addition).
  • Work back to available starting materials.

📝 Exam-Style Questions

Question 1: State the reagents and conditions required to convert Ethene to Ethanol. [1 mark]

Mark Scheme:

  • [1 mark] Steam ($H_2O(g)$) and $H_3PO_4$ (Phosphoric Acid) catalyst at high temperature (300°C) and pressure.
Question 2: Outline a two-step synthesis to convert Chloroethane into Ethanoic Acid. [2 marks]

Mark Scheme:

  • [1 mark] Step 1: Convert Chloroethane to Ethanol using $NaOH(aq)$, heat (Nucleophilic Substitution).
  • [1 mark] Step 2: Oxidize Ethanol to Ethanoic Acid using $K_2Cr_2O_7/H^+$, Reflux.
Question 3: Deduce the product formed when Propene reacts with Hydrogen Bromide ($HBr$). Explain the major product. [2 marks]

Mark Scheme:

  • [1 mark] Major product: 2-bromopropane.
  • [1 mark] Markovnikov's Rule: H adds to the carbon with more hydrogens (generating the more stable Secondary Carbocation intermediate).
Question 4: Suggest a reaction scheme to convert Benzene into Phenylamine (Aniline). [2 marks]

Mark Scheme:

  • [1 mark] Step 1: Nitration using Conc $HNO_3$ and Conc $H_2SO_4$ (at 50°C) to form Nitrobenzene.
  • [1 mark] Step 2: Reduction using $Sn$ (Tin) and Conc $HCl$, followed by $NaOH$.
Question 5: Identify the reagents used to distinguish between an Alkane and an Alkene, and state the observation. [2 marks]

Mark Scheme:

  • [1 mark] Reagent: Bromine Water ($Br_2(aq)$).
  • [1 mark] Observation: Alkene turns solution from Orange to Colorless. Alkane shows No Change (remains orange) in the dark.