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Creating one hydrocarbon from another Simplified Revision Notes

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Creating one hydrocarbon from another

Hydrocarbons can be converted from one type to another using:

âś… Addition Reactions

âś… Elimination Reactions

âś… Substitution Reactions

The process depends on the functional group present and the desired product.

1. Conversion Pathways

1.1 From Alkanes to Alkenes (Elimination)

  • Reaction: Dehydrohalogenation (removal of HXHX) or Dehydration (removal of H2OHâ‚‚O).
  • Reagents & Conditions:
    • Haloalkane+NaOH(ethanol),heat→Alkene+HXHaloalkane + NaOH (ethanol), heat → Alkene + HX
    • Alcohol+H2SO4(conc.),heat→Alkene+H2OAlcohol + Hâ‚‚SOâ‚„ (conc.), heat → Alkene + Hâ‚‚O đź’ˇ Example:

C2H5Br+NaOH→C2H4+HBrC_2H_5Br + NaOH \rightarrow C_2H_4 + HBr

(Bromoethane → Ethene)

1.2 From Alkenes to Alkanes (Addition: Hydrogenation)

  • Reaction: Hydrogenation (addition of H2Hâ‚‚).
  • Reagents & Conditions: Pt,Pd,orPt, Pd, or NiNi catalyst.
  • Converts alkenes into alkanes by breaking the double bond. đź’ˇ Example:

C2H4+H2→NiC2H6C_2H_4 + H_2 \xrightarrow{\text{Ni}} C_2H_6

(Ethene → Ethane)

1.3 From Alkenes to Haloalkanes (Addition: Hydrohalogenation & Halogenation)

  • Reaction: Addition of HXHX (Hydrohalogenation) or X2Xâ‚‚ (Halogenation).
  • Reagents & Conditions: No catalyst needed.
  • Markovnikov's Rule: The HH from HXHX bonds to the carbon with more hydrogen atoms. đź’ˇ Example:

C2H4+HBr→C2H5BrC_2H_4 + HBr \rightarrow C_2H_5Br

(Ethene → Bromoethane)

C2H4+Br2→C2H4Br2C_2H_4 + Br_2 \rightarrow C_2H_4Br_2

(Ethene → 1,2-Dibromoethane)

1.4 From Haloalkanes to Alkenes (Elimination: Dehydrohalogenation)

  • Reaction: Removal of HXHX to form alkenes.
  • Reagents & Conditions: NaOHNaOH (ethanol), heat. đź’ˇ Example:

C3H7Cl+NaOH→heatC3H6+HClC_3H_7Cl + NaOH \xrightarrow{\text{heat}} C_3H_6 + HCl

(Chloropropane → Propene)

1.5 From Haloalkanes to Alcohols (Substitution: Hydrolysis)

  • Reaction: Hydrolysis of haloalkanes to form alcohols.
  • Reagents & Conditions: NaOHNaOH (diluted), heat. đź’ˇ Example:

C2H5Br+H2O→C2H5OH+HBrC_2H_5Br + H_2O \rightarrow C_2H_5OH + HBr

(Bromoethane → Ethanol)

1.6 From Alcohols to Alkenes (Elimination: Dehydration)

  • Reaction: Dehydration (removal of H2OHâ‚‚O) to form alkenes.
  • Reagents & Conditions: H2SO4Hâ‚‚SOâ‚„ (conc.), heat. đź’ˇ Example:

C2H5OH→H2SO4C2H4+H2OC_2H_5OH \xrightarrow{H_2SO_4} C_2H_4 + H_2O

(Ethanol → Ethene)

2. Summary of Hydrocarbon Conversions

Starting CompoundReaction TypeProductConditions
Alkane → AlkeneEliminationAlkeneHeat, NaOHNaOH (ethanol)
Alkene → AlkaneAdditionAlkaneH2,H₂, Pt/Pd/NiPt/Pd/Ni catalyst
Alkene → HaloalkaneAdditionHaloalkaneHXHX or X2X₂
Haloalkane → AlkeneEliminationAlkeneNaOHNaOH (ethanol), heat
Haloalkane → AlcoholSubstitutionAlcoholNaOHNaOH (diluted), heat
Alcohol → AlkeneEliminationAlkeneH2SO4H₂SO₄ (conc.), heat

3. Key Takeaways

âś… Addition reactions occur in unsaturated compounds (alkenes).

âś… Elimination reactions occur in saturated compounds to form unsaturated compounds.

âś… Substitution reactions replace one atom/group with another.

âś… Reaction conditions determine the type of product formed.

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