Numford
Organic conversion

Bromoethane to ethanamine

1 step: substitution

Class 12, Chapter 6 Haloalkanes and Haloarenes

  1. Br
    BromoethaneCH₃CH₂BrHaloalkane
  2. Step 1

    NH₃ (excess), ethanolic, sealed tube

    373 K

    i

    Ammonolysis gives the amine with the same carbon count; excess NH₃ limits further alkylation.

    Also written: potassium phthalimide, then NaOH(aq), heat

    NH2
    EthanamineCH₃CH₂NH₂Amine

Exam answer

  1. Step 1: Bromoethane to ethanamine: NH₃ (excess), ethanolic, sealed tube, 373 K.
Alternative routes (4)
  • Bromoethane → Nitroethane → Ethanamine
    1. Bromoethane to nitroethane: AgNO₂.
    2. Nitroethane to ethanamine: H₂, Pd (or Sn + HCl, or Fe + HCl).
  • Bromoethane → Ethene → Chloroethane → Ethanamine
    1. Bromoethane to ethene: alc. KOH, heat.
    2. Ethene to chloroethane: HCl.
    3. Chloroethane to ethanamine: NH₃ (excess), ethanolic, sealed tube, 373 K.
  • Bromoethane → Ethanol → Chloroethane → Ethanamine
    1. Bromoethane to ethanol: aq. NaOH (or aq. KOH).
    2. Ethanol to chloroethane: SOCl₂.
    3. Chloroethane to ethanamine: NH₃ (excess), ethanolic, sealed tube, 373 K.
  • Bromoethane → Ethane → Chloroethane → Ethanamine
    1. Bromoethane to ethane: Zn, dilute HCl.
    2. Ethane to chloroethane: Cl₂, UV light.
    3. Chloroethane to ethanamine: NH₃ (excess), ethanolic, sealed tube, 373 K.
Why these reagents

Reagent and reason, step by step

  • Step 1: Bromoethane to ethanamine: NH₃ (excess), ethanolic, sealed tube, 373 K Ammonolysis gives the amine with the same carbon count; excess NH₃ limits further alkylation.
Questions

Bromoethane to ethanamine: quick answers

How many steps does it take to convert bromoethane to ethanamine?

1 step: Bromoethane, then ethanamine.

Which named reaction is used to convert bromoethane to ethanamine?

None of the steps has a name. They are substitution, so write the reagent and the condition for each step.

What is the reagent for step 1 of bromoethane to ethanamine?

Bromoethane to ethanamine: NH₃ (excess), ethanolic, sealed tube, 373 K. Ammonolysis gives the amine with the same carbon count; excess NH₃ limits further alkylation.

Plan your own conversion