Constellation : StarLight's Imagination Factory

Alkyne

1. Acidity of Terminal Alkynes

2. Alkylation of Actylide Anions

• Nucleophilic Substitution : `S_N 2`

3. Synthesis of an Alkyne from an Alkene

• Bromization followed by E2 reation

4. Addition of Br₂and Cl₂

• Anti Addition

5. Addition of HX

• Regioselective : Markovnikov's Rule

6. Keto-Enol Tautomerism

• Predominate : Keto form

7. Hydroboration-Oxidation

• Stereoselective : Syn Addition
  

8. Acid Catalyzed Hydration

• Regioselective

9. Catalytic Reduction

• Stereoselective : Syn Addition

10. Hydorboration-Protonolysis

11. Reduction Using Na or Li Metal in NH₃(l)

• Stereoselective : Anti Addition

Halogenation and Radical Reactions

1. Chlorination and Bromination of Alkanes

• Regioselective (Tertiary H > Secondary H > Primary H)
• Bromination has a higher regioselectivity than chlorination

2. Allylic Bromination

• Radical Reaction, Iniciator : NBS(N-bromosuccinimide)

3. Autoxidation

• Radical Reaction

4. HBr Addition to Alkenes Under Radical Conditions

• Radical Reaction
• Non-Makovnikov addition