Hala Alkaan aur Hala Aryans

Jul 12, 2024

Hala Alkaan aur Hala Aryans

Swagat aur Parichay

  • Lecture: Mind Map Series
  • Topic: Haloalkanes and Haloarenes
  • Agenda: Quick revision of reactions, methods of preparation, and chemical properties, followed by questions.

Haloalkanes

Methods of Preparation

  1. From Alcohols: Using HX
    • Reaction: R-CH2-OH + HX → R-CH2-X
    • Primary alcohols: Use conc. HCl + ZnCl2 (Lucas reagent)
    • Lucas Test: Distinguishing primary, secondary, and tertiary alcohols based on turbidity formation times.
  2. From Alkenes: Using HX
    • Reaction: Alkene + HX → Carbocation rearrangement (if possible) → Product
    • Stability of carbocation affects the rate.
  3. From Alkanes: Halogenation (Free radical mechanism)
    • Reaction: Alkane + X2 (Sunlight/UV light) → Alkyl halide
  4. From Alkenes: Using X2 in CCl4/NBS
    • Reaction: Alkene + X2 → Vicinal dihalide (anti addition)
    • With water (Bromine water test) forms halohydrin.
  5. Swart's Reaction:
    • Reaction: R-X + AgF/CoF2/Hg2F2 → R-F

Chemical Properties

  1. Nucleophilic Substitution Reaction (SN1 and SN2)
    • SN1: 2-step (formation of carbocation)
      • Rate dependent on carbocation stability
      • Partial racemization occurs.
    • SN2: 1-step (backside attack)
      • Gives 100% inversion of configuration (Walden inversion)
      • Rate dependent on steric hindrance and strength of nucleophile.
  2. Elimination Reactions (E1 and E2)
    • E1: 2-step (carbocation intermediate)
      • Favors Zaitsev product.
    • E2: 1-step (anti-periplanar transition state)
      • Zaitsev product (more substituted alkene is major).
  3. Elimination-Addition Mechanism for Benzene Derivatives (SNI)
    • Involves elimination followed by addition.

Reactions with Metals

  1. Wurtz Reaction:
    • Reaction: Alkyl halides + Na (Dry ether) → Alkanes
  2. Grignard Reagent Formation:
    • Reaction: R-X + Mg (Dry ether) → RMgX
    • Precaution: Must avoid moisture.

Haloarenes

Methods of Preparation

  1. Electrophilic Substitution Reactions
    • Bromination/Chlorination: Benzene + X2 (Anhyd. AlCl3/FeX3)
    • Nitration: Benzene + HNO3 (Conc. H2SO4)
    • Sulfonation: Benzene + SO3 (Oleum)
    • Friedel-Crafts Alkylation: Benzene + RCl (Anhyd. AlCl3)
  2. Sandmeyer Reaction:
    • Reaction: Aniline → Diazonium salt → Haloarene via CuCl/CuBr
  3. Gattermann Reaction:
    • Similar to Sandmeyer but with different reagents.

Chemical Properties

  • Generally less reactive in nucleophilic substitutions due to resonance stabilization.
  • Special conditions required for nucleophilic aromatic substitution (SNAr).
  • Example: Dow's Process for conversion of chlorobenzene to phenol under high temperature and pressure.

Miscellaneous Topics

  • Benzyne Mechanism: Involves elimination followed by addition.
  • Fittig Reaction: For diaryl compounds preparation using sodium in the dry ether.
  • Kolbe's Reaction and Reimer-Tiemann Reaction: Specific to phenol derivatives.

Conclusion

  • The lecture provided comprehensive coverage and quick revision of key concepts related to Haloalkanes and Haloarenes.
  • Interactive questions at the end to solidify understanding and application of concepts.

Emoji

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